Water → HCID 21282204, compound

HRID 414300Notes

Reaction equation

HRID 414300 reaction equation
[F:1][C:2]([F:33])([F:32])[C:3](O)([C:20]1[CH:25]=[CH:24][C:23]([O:26][C:27]([F:30])([F:29])[F:28])=[CH:22][CH:21]=1)[CH2:4][CH2:5][CH2:6][C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([O:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH:8]=1.C(N(S(F)(F)[F:40])CC)C.O>ClCCl>[F:1][C:2]([F:33])([F:32])[C:3]([F:40])([C:20]1[CH:25]=[CH:24][C:23]([O:26][C:27]([F:30])([F:29])[F:28])=[CH:22][CH:21]=1)[CH2:4][CH2:5][CH2:6][C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([O:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH:8]=1

Participants

5

Reactant 3

HCID 962WaterHCID 123472(Diethylamino)sulfur trifluorideHCID 21282177HCID 21282177, compound

Product 1

HCID 21282204HCID 21282204, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 1,1,1-trifluoro-2-hydroxy-2-(4-trifluoromethoxyphenyl)-5-(3-phenoxyphenyl)pentane (0.18 g) in dichloromethane (6 cm3) was cooled to -78° C. and diethylaminosulphur trifluoride (0.1 g) was added. The mixture was allowed to warm to room temperature, stirred for a further 20 minutes and poured into water. The products were extracted into dichloromethane. The combined organic extracts were dried and the solvent evaporated under reduced pressure to leave an oil. The oil was purified by chromatography to give 1,1,1,2-tetrafluoro-2-(4-trifluoromethoxyphenyl)-5-(3-phenoxyphenyl)pentane.

Workup

  1. extractionThe products were extracted into dichloromethane
  2. customThe combined organic extracts were dried
  3. customthe solvent evaporated under reduced pressure
  4. customto leave an oil
  5. customThe oil was purified by chromatography

Sources & evidence

ORD record
ord-49d71d35cc4a4410b183a5186da87ce3
Source dataset
uspto-grants-1988_12
Patent number
US04791139

Reaction notes

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