3-Methylbenzeneethanol → 3-Acetoxy-4-(2-m-tolyl-ethoxy)-benzoic acid ethyl ester

HRID 2405282Notes

Reaction equation

[CH2:1]([O:3][C:4](=[O:16])[C:5]1[CH:10]=[CH:9][C:8]([OH:11])=[C:7]([O:12][C:13](=[O:15])[CH3:14])[CH:6]=1)[CH3:2].[C:17]1([CH3:26])[CH:22]=[CH:21][CH:20]=[C:19]([CH2:23][CH2:24]O)[CH:18]=1>>[CH2:1]([O:3][C:4](=[O:16])[C:5]1[CH:10]=[CH:9][C:8]([O:11][CH2:24][CH2:23][C:19]2[CH:18]=[C:17]([CH3:26])[CH:22]=[CH:21][CH:20]=2)=[C:7]([O:12][C:13](=[O:15])[CH3:14])[CH:6]=1)[CH3:2]

Participants

Reactant 2

HCID 746483-Methylbenzeneethanol

HCID 671701733-Acetoxy-4-hydroxy-benzoic acid ethyl ester

Product 1

HCID 670767713-Acetoxy-4-(2-m-tolyl-ethoxy)-benzoic acid ethyl ester

Procedure

The compound of step 1 (350 mg, 1.56 mmol) was reacted with 2-m-tolyl-ethanol in analogy to step 3 of example 15 to yield 450 mg of the title compound.

Sources & evidence

ORD record: ord-fb67248ac3ef4d0aa056472ff5db24c6
Source dataset: uspto-grants-2014_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08802720B2

Reaction notes

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