2,3-Dihydro-1H-isoindole-1-carboxylic acid hydrochloride

Base Information

• Chemical Name: 2,3-Dihydro-1H-isoindole-1-carboxylic acid hydrochloride
• CAS No.: 96016-96-5
• Molecular Formula: C9H9NO2.ClH
• Molecular Weight: 199.63400
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID90538862
• Mol file: 96016-96-5.mol

Synonyms:96016-96-5;2,3-DIHYDRO-1H-ISOINDOLE-1-CARBOXYLIC ACID HYDROCHLORIDE;Isoindoline-1-carboxylic acid hydrochloride;Isoindoline-1-carboxylic acid HCl;1H-Isoindole-1-carboxylic acid, 2,3-dihydro-, hydrochloride;2,3-dihydro-1H-isoindole-1-carboxylic acid;hydrochloride;(R)-2,3-Dihydro-1H-isoindole-1-carboxylic acid hydrochloride;(S)-2,3-Dihydro-1H-isoindole-1-carboxylic acid hydrochloride;SCHEMBL16992064;DTXSID90538862;KPMLOVZNYPOQII-UHFFFAOYSA-N;MFCD11506100;MFCD28098114;AKOS015950755;SB35087;SB35096;SB40324;Isoindoline-1-carboxylicacidhydrochloride;BS-24878;SY260536;CS-0155918;EN300-159939;Y10427;2,3-Dihydro-1H-isoindole-1-carboxylic acid HCl;1,3-Dihydro-2H-isoindole-1-carboxylic acid, hydrochloride;2,3-Dihydro-1H-isoindole-1-carboxylic acid--hydrogen chloride (1/1)

Chemical Property of 2,3-Dihydro-1H-isoindole-1-carboxylic acid hydrochloride

Chemical Property:

• Melting Point: 214-280.66 °C
• PSA: 49.33000
• LogP: 2.04630
• Storage Temp.: Inert atmosphere,Room Temperature
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 199.0400063
• Heavy Atom Count: 13
• Complexity: 193

Purity/Quality:

98% ^*data from raw suppliers

2,3-dihydro-1H-isoindole-1-carboxylicacidhydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C2=CC=CC=C2C(N1)C(=O)O.Cl

Technology Process of 2,3-Dihydro-1H-isoindole-1-carboxylic acid hydrochloride

There total 8 articles about 2,3-Dihydro-1H-isoindole-1-carboxylic acid hydrochloride which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

2-(tert-butoxycarbonyl)isoindoline-1-carboxylic acid (221352-46-1) → L-1,3-dihydro-isoindol-1-carboxylic acid (66938-02-1) + 1,3-Dihydro-2H-isoindole-1-carboxylic Acid Hydrochloride (96016-96-5)

Guidance literature:

In ethyl acetate;

Reference yield: 93.0%

Methyl 1,3-dihydro-2H-isoindole-1-carboxylate Hydrochloride (60651-97-0) → 1,3-Dihydro-2H-isoindole-1-carboxylic Acid Hydrochloride (96016-96-5)

Guidance literature:

With sodium hydroxide; at 100 ℃; for 30h;

Reference yield: 76.0%

tert-butyl (+/-)-1-cyano-1,3-dihydro-2H-isoindole-2-carboxylate (1367468-00-5) → 1,3-Dihydro-2H-isoindole-1-carboxylic Acid Hydrochloride (96016-96-5)

Guidance literature:

tert-butyl (+/-)-1-cyano-1,3-dihydro-2H-isoindole-2-carboxylate; With sodium hydroxide; In water; at 20 ℃;

With hydrogenchloride; acetic acid; Reflux;

DOI:10.3987/COM-18-S(F)98

upstream raw materials:

Methyl 1,3-dihydro-2H-isoindole-1-carboxylate Hydrochloride

2-(tert-butoxycarbonyl)isoindoline-1-carboxylic acid

tert-butyl (+/-)-1-hydroxy-1,3-dihydro-2H-isoindole-2-carboxylate

tert-butyl (+/-)-1-methoxy-1,3-dihydro-2H-isoindole-2-carboxylate

Downstream raw materials:

methyl (+/-)-1,3-dihydro-2H-isoindole-1-carboxylate

2-benzyl 1-methyl (+/-)-1,3-dihydro-2H-isoindole-1,2-dicarboxylate

(+/-)-2-[(benzyloxy)carbonyl]-1,3-dihydro-2H-isoindole-1-carboxylic acid

(R)-2-benzyl 1-methyl 1,3-dihydro-2H-isoindole-1,2-dicarboxylate

Refernces

• 1、 Moran-Ramallal, Roberto,Gotor-Fernandez, Vicente,Laborda, Pedro,Sayago, Francisco J.,Cativiela, Carlos,Gotor, Vicente. "Dynamic kinetic resolution of 1,3-dihydro-2 h-isoindole-1-carboxylic acid methyl ester: Asymmetric transformations toward isoindoline carbamates". . p. 1696 - 1699. Retrieved 2012/06/29.
• 2、 New, J. S.,Yevich, J. P.. "Synthesis of the 5H-Pyrroloisoindole Ring with 1,3-Dipolar Cycloaddition Reactions". . p. 1355 - 1360. Retrieved 2007/10/02.