1',2'-Dihydrospiro[cyclohexane-1,3'-indole]

Base Information

• Chemical Name: 1',2'-Dihydrospiro[cyclohexane-1,3'-indole]
• CAS No.: 4740-63-0
• Molecular Formula: C13H17N
• Molecular Weight: 187.285
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID70540206
• Nikkaji Number: J465.535D
• Wikidata: Q82416121
• Mol file: 4740-63-0.mol

Synonyms:4740-63-0;SPIRO[CYCLOHEXANE-1,3'-INDOLINE];1',2'-Dihydrospiro[cyclohexane-1,3'-indole];Spiro[1,2-dihydroindole-3,1'-cyclohexane];SCHEMBL1795624;Spiro[cyclohexane-1,3'-[3H]indole], 1',2'-dihydro-;DTXSID70540206;AKOS022175273;SB64588;EN300-79346

Chemical Property of 1',2'-Dihydrospiro[cyclohexane-1,3'-indole]

Chemical Property:

• Boiling Point: 324.6oC at 760 mmHg
• Flash Point: 159.1oC
• PSA: 12.03000
• Density: 1.06g/cm3
• LogP: 2.97970
• Storage Temp.: 2-8°C
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 187.136099547
• Heavy Atom Count: 14
• Complexity: 205

Purity/Quality:

98% ^*data from raw suppliers

Spiro[cyclohexane-1,3''-indoline]Hydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC2(CC1)CNC3=CC=CC=C23

Technology Process of 1',2'-Dihydrospiro[cyclohexane-1,3'-indole]

There total 7 articles about 1',2'-Dihydrospiro[cyclohexane-1,3'-indole] 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: 58.0%

3-chloro-N,N-dimethylpropionamide (17268-49-4) + 2'-phenylspiro (110962-26-0) → spiro (4740-63-0) + 2'-benzylspiro (97961-97-2) + 1'-(2-dimethylcarbamoylethyl)-2'-phenylspiro (110962-32-8) + 2'-p-xylylspiro (120714-71-8)

Guidance literature:

With sodium carbonate; In ethanol; water; Heating;

Reference yield: 45.0%

phenethylmagnesium bromide (3277-89-2) + Spiroindole> (171-74-4) → spiro (4740-63-0) + 2'-benzylspiro (97961-97-2) + 2'-phenethylspiro (120714-70-7) + 2'-p-xylylspiro (120714-71-8)

Guidance literature:

copper(I) chloride; at 120 ℃; Product distribution; dependence of product yield on solvent and edduct molar ratio;

Reference yield: 40.0%

phenethylmagnesium bromide (3277-89-2) + Spiroindole> (171-74-4) → spiro (4740-63-0) + 2'-benzylspiro (97961-97-2) + 2'-phenethylspiro (120714-70-7)

Guidance literature:

copper(I) chloride; In toluene; at 120 ℃; for 2h;

upstream raw materials:

3-chloro-N,N-dimethylpropionamide

2'-phenylspiro

phenethylmagnesium bromide

Spiroindole>

Downstream raw materials:

1′-(2-nitrophenyl)spiro[cyclohexane-1,3′-indoline]

2-(2,4-dichloro-5-(spiro[cyclohexane-1,3'-indolin]-1'-ylsulfonyl)phenyl)-2-isobutyl-4-methylpentanenitrile

2-isobutyl-2-(2-methoxy-5-(spiro[cyclohexane-1,3'-indolin]-1'-ylsulfonyl)phenyl)-4-methylpentanenitrile

1′-(2-nitrophenyl)spiro[cyclohexane-1,3′-indoline]

Refernces

• 1、 Rodriguez, Gonzalo,Benito, Yolanda,Temprano, Fernando. "REACTION OF SPIRO WITH GRIGNARD REAGENTS IN THE PRESENCE OF CUPROUS CHLORIDE". . p. 427 - 428. Retrieved 2007/10/02.