Acetic Acid → HCID 20291103, compound

HRID 1413854Notes

Reaction equation

HRID 1413854 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[CH:4][CH:3]=1.CO[CH:11](O)[C:12]([F:15])([F:14])[F:13].[C:17]([OH:20])(=O)[CH3:18].S(=O)(=O)(O)O>O>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[C:4]([CH:11]([C:4]2[CH:3]=[C:2]([Cl:1])[CH:7]=[CH:18][C:17]=2[OH:20])[C:12]([F:13])([F:14])[F:15])[CH:3]=1

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 1118Sulfuric AcidHCID 46844-ChlorophenolHCID 98922,2,2-Trifluoro-1-methoxyethanol

Product 1

HCID 20291103HCID 20291103, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
40 °C

Procedure

A mixture of 4-chlorophenol (51.2 g), trifluoroacetaldehyde methyl hemiacetal (26 g) and acetic acid (16 ml) was stirred at a temperature of 14° C. and concentrated sulfuric acid (60 ml) was added slowly and the temperature of the mixture was kept below 25° C. The mixture was then stirred for a period of 2 hours at a temperature of 40° C. and the mixture poured into water. The product was recrystallised from cyclohexane/diethyl ether to give 1,1-bis(5-chloro-2-hydroxyphenyl)-2,2,2-trifluoroethane (25 g), m.p. 144° C.

Workup

  1. additionwas added slowly
  2. customwas kept below 25° C
  3. customThe product was recrystallised from cyclohexane/diethyl ether

Sources & evidence

ORD record
ord-a8cd12eea40e48018ddc95d7b200e472
Source dataset
uspto-grants-1981_02
Patent number
US04251546

Reaction notes

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