Methyl 3-(bromomethyl)benzoate → 3-[(4-Acetyl-3-hydroxy-2-propylphenoxy)methyl]benzoic acid methyl ester

HRID 652517Notes

Reaction equation

HRID 652517 reaction equation
[OH:1][C:2]1[C:7]([CH2:8][CH2:9][CH3:10])=[C:6]([OH:11])[CH:5]=[CH:4][C:3]=1[C:12](=[O:14])[CH3:13].Br[CH2:16][C:17]1[CH:18]=[C:19]([CH:24]=[CH:25][CH:26]=1)[C:20]([O:22][CH3:23])=[O:21]>>[CH3:23][O:22][C:20](=[O:21])[C:19]1[CH:24]=[CH:25][CH:26]=[C:17]([CH2:16][O:11][C:6]2[CH:5]=[CH:4][C:3]([C:12](=[O:14])[CH3:13])=[C:2]([OH:1])[C:7]=2[CH2:8][CH2:9][CH3:10])[CH:18]=1

Participants

3

Reactant 2

HCID 517981Methyl 3-(bromomethyl)benzoateHCID 27751982',4'-Dihydroxy-3'-propylacetophenone

Product 1

HCID 139128173-[(4-Acetyl-3-hydroxy-2-propylphenoxy)methyl]benzoic acid methyl ester

Procedure

1-(2,4-dihydroxy-3-propylphenyl)ethanone was allowed to react with methyl 3-bromomethylbenzoate according to the procedure of Example 69 and the product was purified by recrystallization from methylene chloride-ether to give 3-[(4-acetyl-3-hydroxy-2-propylphenoxy)methyl]benzoic acid methyl ester, the title compound, mp 141°-143°, in 89% yield. Analysis Calculated for C20H22O5 : C, 70.16; H, 6.48. Found: C, 69.99; H, 6.41.

Workup

  1. customthe product was purified by recrystallization from methylene chloride-ether

Sources & evidence

ORD record
ord-41aeead6226943b69dd06cd25a26ec2f
Source dataset
uspto-grants-1987_06
Patent number
US04672066

Reaction notes

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