Phenol → Phenyl 3-(o-tolyl)propanoate

HRID 330752

Reaction equation

HRID 330752 reaction equation
[C:1]1([OH:7])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:8]1([CH3:19])[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[CH2:14][CH2:15][C:16](Cl)=[O:17]>>[C:8]1([CH3:19])[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[CH2:14][CH2:15][C:16]([O:7][C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1)=[O:17]

Participants

3

Reactant 2

HCID 996PhenolHCID 130292013-(2-Methylphenyl)propanoyl chloride

Product 1

HCID 86715420Phenyl 3-(o-tolyl)propanoateYield 93%

Procedure

The procedure as described in Example 4a) was repeated with phenol (48 mmol) and 3-o-tolylpropanoyl chloride (55 mmol). The crude product (12.4 g, 97%) was short path distilled at 127-129° C./0.05 mbar to yield 10.6 g (93%) of product as a colourless, semicrystalline oil.

Workup

  1. distillationdistilled at 127-129° C./0.05 mbar

Sources & evidence

ORD record
ord-653a29921ad541cd957e9893431a59c5
Source dataset
uspto-grants-2014_11
Patent number
US08877704B2

Linked notes

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