Hydrochloric Acid → 3,4-Dihydroxy-5-(trifluoromethyl)benzaldehyde

HRID 1974729Notes

Reaction equation

HRID 1974729 reaction equation
[OH:1][C:2]1[C:9]([C:10]([F:13])([F:12])[F:11])=[CH:8][C:5]([CH:6]=[O:7])=[CH:4][C:3]=1[O:14]C.Cl>B(Br)(Br)Br.ClCCl>[OH:14][C:3]1[CH:4]=[C:5]([CH:8]=[C:9]([C:10]([F:11])([F:12])[F:13])[C:2]=1[OH:1])[CH:6]=[O:7]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 193891994-Hydroxy-3-methoxy-5-(trifluoromethyl)benzaldehyde

Product 1

HCID 193891883,4-Dihydroxy-5-(trifluoromethyl)benzaldehyde

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 25134Boron tribromideSolvent

Procedure

A solution containing 2.2 g of 4-hydroxy-3-methoxy-5-trifluoromethylbenzaldehyde in 65 ml of 1 molar BBr3 in dichloromethane was stirred for 2 h at room temperature. Hydrochloric acid was added and the organic phase was separated. The solvent was evaporated in vacuo. Yield 1.4 g (68%), m.p. 188°-192° C.

Workup

  1. customthe organic phase was separated
  2. customThe solvent was evaporated in vacuo

Sources & evidence

ORD record
ord-fb5b819e0a4c4217bb12c7dbaf45d7b5
Source dataset
uspto-grants-1994_02
Patent number
US05283352

Reaction notes

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