Methanol → Methyl 2-hydroxyhexadecanoate

HRID 1591027

Reaction equation

[OH:1][CH:2]([CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH3:19])[C:3]([OH:5])=[O:4].[CH3:20]O>>[CH3:20][O:4][C:3](=[O:5])[CH:2]([OH:1])[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH3:19]

Participants

Reactant 2

HCID 887Methanol

HCID 928362-Hydroxyhexadecanoic acid

Product 1

HCID 543716Methyl 2-hydroxyhexadecanoateYield 85%

Procedure

2-hydroxyhexadecanoic acid (10.0 g, 0.0367 moles) and 8.40 g acidic resin were refluxed in 250 mls methanol for 20 hours. The solution was decolorized, filtered and concentrated giving a white solid (yield=85%)

Workup

filtrationfiltered
concentrationconcentrated

Sources & evidence

ORD record: ord-931cb76f7779419398ddc2461d22b15d
Source dataset: uspto-grants-1993_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05206020

Linked notes

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