Tetralin → (2,2,2-trifluoroethyl)benzene

HRID 1089587Notes

Reaction equation

HRID 1089587 reaction equation
[Br-].[C:2]1([CH:8](O[P+](N(CC)CC)(N(CC)CC)N(CC)CC)[C:9]([F:12])([F:11])[F:10])[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C1C2C(=CC=CC=2)CCC1>>[F:10][C:9]([F:11])([F:12])[CH2:8][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Conditions

Temperature
200 °C

Procedure

In distillation apparatus, a mixture of 50 g (0.1 mol) of (1-phenyl-2,2,2-trifluoroethoxy)tris(diethylamino)phosphonium bromide according to Example 1 and 40 g (0.3 mol) of tetrahydronaphthalene were heated for 2 hours at about 200° C. After about an hour, the reaction product was slowly distilled off through a small column, in which the boiling temperature at the column head did not exceed 140° C. The remaining product was distilled off from the reaction mixture at 40 mbar, after the reaction was completed. Repeated distillation of the combined fractions gave 10.2 g (64% of yield) of (2,2,2-trifluoroethyl)benzene of b.p. 71° to 72° C./100 mbar.

Workup

  1. distillationIn distillation apparatus
  2. waitAfter about an hour
  3. distillationthe reaction product was slowly distilled off through a small column, in which the boiling temperature at the column head
  4. customdid not exceed 140° C
  5. distillationThe remaining product was distilled off from the reaction mixture at 40 mbar
  6. distillationRepeated distillation of the combined fractions

Sources & evidence

ORD record
ord-24945e6372334dc9bcd7f1f04ef9082f
Source dataset
uspto-grants-1990_10
Patent number
US04966987

Reaction notes

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