Hydrochloric Acid → 1-[3-(Chloromethyl)-4-hydroxyphenyl]ethan-1-one

HRID 1658843Notes

Reaction equation

HRID 1658843 reaction equation
[CH2:1]=[O:2].[ClH:3].O[C:5]1[CH:10]=[CH:9][C:8]([C:11](=[O:13])[CH3:12])=[CH:7][CH:6]=1>>[Cl:3][CH2:5][C:6]1[CH:7]=[C:8]([C:11](=[O:13])[CH3:12])[CH:9]=[CH:10][C:1]=1[OH:2]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 712FormaldehydeHCID 74694'-Hydroxyacetophenone

Product 1

HCID 24048111-[3-(Chloromethyl)-4-hydroxyphenyl]ethan-1-one

Conditions

Temperature
50 °C

Procedure

To a mixture of 260 ml. of 37% formaldehyde and 1800 ml. of concentrated hydrochloric acid is added 400 g. of 4'-hydroxyacetophenone at a temperature of about 45°C. The mixture is maintained at 50°C. for two hours, filtered, and washed with water to give 3'-chloromethyl-4'-hydroxyacetophenone, m.p. 154° C. dec.

Workup

  1. additionTo a mixture of 260 ml
  2. customat a temperature of about 45°C
  3. filtrationfiltered
  4. washwashed with water

Sources & evidence

ORD record
ord-c72cf416ab3146c88a5a3802f6b568cd
Source dataset
uspto-grants-1976_06
Patent number
US03966770

Reaction notes

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