4-Hydroxybenzaldehyde → Benzaldehyde, 3-(chloromethyl)-4-hydroxy-

HRID 2372680Notes

Reaction equation

HRID 2372680 reaction equation
[OH:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[CH:4][CH:3]=1.[ClH:10].[CH2:11]=O>>[OH:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[CH:4][C:3]=1[CH2:11][Cl:10]

Participants

4

Reactant 3

HCID 1264-HydroxybenzaldehydeHCID 313Hydrochloric AcidHCID 712Formaldehyde

Product 1

HCID 7140230Benzaldehyde, 3-(chloromethyl)-4-hydroxy-

Procedure

Through a well-stirred suspension of 0.1 mole 4-hydroxybenzaldehyde, 88ml concentrated HCl and 8.8ml 37% aqueous formaldehyde was bubbled HCl gas for approximately 4 hours. A product had fallen out of solution. The reaction mixture was refrigerated for 1.5 hours and then the product was isolated on a scintered-glass funnel and washed with a total of 1 liter cold water. mp 123°-124° C.

Workup

  1. customwas bubbled HCl gas for approximately 4 hours
  2. customthe product was isolated on a scintered-glass funnel
  3. washwashed with a total of 1 liter cold water

Sources & evidence

ORD record
ord-e473e7b13d7a40c4b505482b7e12e99c
Source dataset
uspto-grants-1992_03
Patent number
US05100654

Reaction notes

Loading…