4-Hydroxybenzaldehyde → Benzaldehyde, 4-(2-hydroxyethoxy)-

HRID 1770208Notes

Reaction equation

HRID 1770208 reaction equation
[OH:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[CH:4][CH:3]=1.C1(=O)O[CH2:13][CH2:12][O:11]1>[Br-].C([N+](CC)(CC)CC)C>[OH:11][CH2:12][CH2:13][O:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 1264-HydroxybenzaldehydeHCID 7303Ethylene carbonate

Product 1

HCID 89178Benzaldehyde, 4-(2-hydroxyethoxy)-Yield 66%

Reagents, catalysts & solvents 1

HCID 6285Tetraethylammonium BromideCatalyst

Procedure

Synthesized from 30 g of 4-hydroxybenzaldehyde, 21 g of ethylene carbonate and 62 g of tetraethylammonium bromide as described in Example XIIa. Purified by distillation (boiling point 0.1 140°-150° C.). Yield 66%.

Workup

  1. distillationPurified by distillation (boiling point 0.1 140°-150° C.)

Sources & evidence

ORD record
ord-633732ee002d423cb093001662a2773a
Source dataset
uspto-grants-1995_01
Patent number
US05385922

Reaction notes

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