Benzyl Bromide → Methyl 3-acetyl-4-(benzyloxy)benzoate

HRID 1489800Notes

Reaction equation

HRID 1489800 reaction equation
[C:1]([C:4]1[CH:5]=[C:6]([CH:11]=[CH:12][C:13]=1[OH:14])[C:7]([O:9][CH3:10])=[O:8])(=[O:3])[CH3:2].C([O-])([O-])=O.[K+].[K+].[CH2:21](Br)[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1>CN(C=O)C>[C:1]([C:4]1[CH:5]=[C:6]([CH:11]=[CH:12][C:13]=1[O:14][CH2:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)[C:7]([O:9][CH3:10])=[O:8])(=[O:3])[CH3:2]

Participants

5

Reactant 3

HCID 7498Benzyl BromideHCID 11430Potassium CarbonateHCID 12332833Methyl 3-acetyl-4-hydroxybenzoate

Product 1

HCID 22101033Methyl 3-acetyl-4-(benzyloxy)benzoate

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

1.0 eq. of methyl 3-acetyl-4-hydroxybenzoate was reacted with 1.1 eq. each of K2CO3 and benzyl bromide in absolute DMF to form methyl 3-acetyl-4-benzyloxybenzoate. Colorless crystals, mp 68°-72° C.

Sources & evidence

ORD record
ord-f29a42dab28e4cd0a3aea05c0a2a0e36
Source dataset
uspto-grants-1997_10
Patent number
US05679712

Reaction notes

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