Resorcinol → Methyl 4-(2-(2,4-dihydroxyphenyl)-2-oxoethyl)-3-methylbenzoate

HRID 714525Notes

Reaction equation

HRID 714525 reaction equation
[CH3:1][O:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([CH2:11][C:12]([OH:14])=O)=[C:7]([CH3:15])[CH:6]=1)=[O:4].[C:16]1([CH:23]=[CH:22][CH:21]=[C:19]([OH:20])[CH:18]=1)[OH:17]>>[OH:17][C:16]1[CH:18]=[C:19]([OH:20])[CH:21]=[CH:22][C:23]=1[C:12](=[O:14])[CH2:11][C:8]1[CH:9]=[CH:10][C:5]([C:3]([O:2][CH3:1])=[O:4])=[CH:6][C:7]=1[CH3:15]

Participants

3

Reactant 2

HCID 5054ResorcinolHCID 575552242-(4-(Methoxycarbonyl)-2-methylphenyl)acetic acid

Product 1

HCID 67367578Methyl 4-(2-(2,4-dihydroxyphenyl)-2-oxoethyl)-3-methylbenzoateYield 69.6%

Procedure

2-(4-(methoxycarbonyl)-2-methylphenyl)acetic acid (295 mg) was treated with resorcinol (190 mg) in BF3Et2O at 90° C. over night. After aqueous work-up with ethyl acetate and column purification, the desired product (296 mg) was isolated as an oil.

Workup

  1. customAfter aqueous work-up with ethyl acetate and column purification

Sources & evidence

ORD record
ord-e7ab04b674ed499984875dd8b564784f
Source dataset
uspto-grants-2015_11
Patent number
US09187447B2

Reaction notes

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