3-Hydroxymethylmorpholine

Base Information

• Chemical Name: 3-Hydroxymethylmorpholine
• CAS No.: 106910-83-2
• Molecular Formula: C5H11NO2
• Molecular Weight: 117.148
• Hs Code.: 2934999090
• European Community (EC) Number: 836-446-5
• DSSTox Substance ID: DTXSID10407884
• Mol file: 106910-83-2.mol

Synonyms:3-Hydroxymethylmorpholine;106910-83-2;Morpholin-3-ylmethanol;3-Morpholinemethanol;3-hydroxymethyl-morpholine;3-MORPHOLINYLMETHANOL;3-(hydroxymethyl)morpholine;MFCD04038650;(3R)-3-Morpholinemethanol;(R)-3-(Hydroxymethyl)morpholine;MFCD06799479;MFCD06799480;(morpholin-3-yl)methanol;SCHEMBL16897;SCHEMBL2361206;DTXSID10407884;UCDFBOLUCCNTDQ-UHFFFAOYSA-N;3-hydroxymethylmorpholine, AldrichCPR;AKOS005259409;AB17137;AB29968;AC-3086;SB35365;AS-37948;SY003798;SY022550;SY022551;AM20080017;CS-0104915;FT-0603843;FT-0603844;EN300-154201;J-501247;J-510981;J-512651

Chemical Property of 3-Hydroxymethylmorpholine

Chemical Property:

• Vapor Pressure: 0.0268mmHg at 25°C
• Melting Point: 173-175 °C
• Refractive Index: 1.441
• Boiling Point: 218.3 °C at 760 mmHg
• PKA: 14.85±0.10(Predicted)
• Flash Point: 85.9 °C
• PSA: 41.49000
• Density: 1.045 g/cm³
• LogP: -0.70410
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: -1.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 117.078978594
• Heavy Atom Count: 8
• Complexity: 67.4

Purity/Quality:

98%min ^*data from raw suppliers

3-Hydroxymethylmorpholine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1COCC(N1)CO

Technology Process of 3-Hydroxymethylmorpholine

There total 4 articles about 3-Hydroxymethylmorpholine 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: 92.0%

4-benzyl-3-(hydroxymethyl)morpholine (110167-20-9) → (rac)-3-hydroxymethylmorpholine (106910-83-2)

Guidance literature:

With hydrogen; palladium 10% on activated carbon; In methanol; for 18h; under 2585.81 Torr;

Reference yield:

tert-Butyl 3-(hydroxymethyl)-4-morpholinecarboxylate (473923-56-7) → (rac)-3-hydroxymethylmorpholine (106910-83-2)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 3h;

Reference yield:

(RS)-4-benzyl-5-oxomorpholine-3-carboxylic acid (106910-79-6) → (rac)-3-hydroxymethylmorpholine (106910-83-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 1) sodium bis(2-methoxyethoxy)aluminium hydride; 2) sodium hydroxide (2 M) / 1) toluene, 24 h; 2) ethanol, <10 deg C

2: H₂ / palladium-on-carbon (10percent) / ethanol / 3.5 h

With sodium hydroxide; hydrogen; sodium bis(2-methoxyethoxy)aluminium dihydride; palladium on activated charcoal; In ethanol;

upstream raw materials:

4-benzyl-3-(hydroxymethyl)morpholine

(RS)-4-benzyl-5-oxomorpholine-3-carboxylic acid

(RS)-N-benzyl-N-chloroacetylserine

tert-Butyl 3-(hydroxymethyl)-4-morpholinecarboxylate

Downstream raw materials:

4-methyl-3-(hydroxymethyl)morpholine

tert-butyl 3-formylmorpholine-4-carboxylate

4-(((3-(5-phenyl-4-(trifluoromethyl)isoxazol-3-yl)-4,5-dihydronaphtho[1,2-c]isoxazol-7-yl)methyl)morpholino-3-yl)methanol

tert-Butyl 3-(hydroxymethyl)-4-morpholinecarboxylate

Refernces

• 1、 -. "FUSED THIAZOLE DERIVATIVES AS KINASE INHIBITORS". Page/Page column 59. . Retrieved 2008/06/13.