4-Hydroxybenzaldehyde → Benzaldehyde, 4-(phenylmethoxy)-

HRID 1893169Notes

Reaction equation

HRID 1893169 reaction equation
[OH:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[CH:4][CH:3]=1.C(=O)([O-])[O-].[K+].[K+].[CH2:16](Br)[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>CC(C)=O>[CH2:16]([O:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[CH:4][CH:3]=1)[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

Participants

5

Reactant 3

HCID 1264-HydroxybenzaldehydeHCID 7498Benzyl BromideHCID 11430Potassium Carbonate

Product 1

HCID 78109Benzaldehyde, 4-(phenylmethoxy)-

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

4-hydroxy-benzaldehyde (57.64 g, 0.47 mol) and potassium carbonate (71.6 g, 0.51 mol), which were combined in acetone (200 mL), were reacted with benzyl bromine (80.73 g, 0.51 mol) and stirred at room temperature over night. The acetone was removed in vacuo, and the 4-Benzyloxy-benzaldehyde (71.6 g), as a white solid, is crystallized form ethyl acetate.

Workup

  1. customThe acetone was removed in vacuo
  2. customthe 4-Benzyloxy-benzaldehyde (71.6 g), as a white solid, is crystallized form ethyl acetate

Sources & evidence

ORD record
ord-3400494bb96f44b3bb56b195696f21fd
Source dataset
uspto-grants-2013_08
Patent number
US08513233B2

Reaction notes

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