2-Fluoro-4-hydroxybenzaldehyde → 4-(Benzyloxy)-2-fluorobenzaldehyde

HRID 1247309Notes

Reaction equation

HRID 1247309 reaction equation
[F:1][C:2]1[CH:9]=[C:8]([OH:10])[CH:7]=[CH:6][C:3]=1[CH:4]=[O:5].[CH2:11](Br)[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[CH2:11]([O:10][C:8]1[CH:7]=[CH:6][C:3]([CH:4]=[O:5])=[C:2]([F:1])[CH:9]=1)[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

Participants

4

Reactant 2

HCID 5872462-Fluoro-4-hydroxybenzaldehydeHCID 86593042Benzylbromide potassium carbonate

Product 1

HCID 121369894-(Benzyloxy)-2-fluorobenzaldehyde

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

In analogy to example 16.4, 2-fluoro-4-hydroxy-benzaldehyde (CAS-No: 348-27-6) was alkylated with benzylbromide/potassium carbonate in DMF to give 4-benzyloxy-2-fluoro-benzaldehyde. Off-white solid. MS 230.1 ([M+H]+)

Sources & evidence

ORD record
ord-899411a6c6b6414f8f8628ef99a0ebe7
Source dataset
uspto-grants-2006_10
Patent number
US07129238B2

Reaction notes

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