(Diethylamino)sulfur trifluoride → HCID 178447877, compound

HRID 248309

Reaction equation

HRID 248309 reaction equation
[CH2:1]([C@H:4]1[CH2:9][CH2:8][C@H:7]([CH:10]2[CH2:15][CH2:14][C:13](=O)[CH2:12][CH2:11]2)[CH2:6][CH2:5]1)[CH2:2][CH3:3].C[Si](C)(C)[C:19]([F:22])([F:21])[F:20].[F-].C([N+](CCCC)(CCCC)CCCC)CCC.CCN(S(F)(F)F)CC>C1COCC1>[CH2:1]([C@H:4]1[CH2:9][CH2:8][C@H:7]([CH:10]2[CH2:15][CH2:14][C:13]([C:19]([F:22])([F:21])[F:20])=[CH:12][CH2:11]2)[CH2:6][CH2:5]1)[CH2:2][CH3:3]

Participants

6

Reactant 4

HCID 123472(Diethylamino)sulfur trifluorideHCID 552549(Trifluoromethyl)trimethylsilaneHCID 2724141Tetrabutylammonium FluorideHCID 178447904HCID 178447904, compound

Product 1

HCID 178447877HCID 178447877, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Conditions

Temperature
0 °C

Procedure

A mixture of 10 mmol of 4-(trans-4-propylcyclohexyl)cyclohexanone, 11 mmol of trimethyl(trifluoromethyl)silane, 10 mmol of tetrabutylammonium fluoride and 50 ml of THF is stirred for 2 hours at 0° C. After customary work-up, the crude product is dissolved in 20 mml of THF, 10 mmol of DAST are added, and the mixture is heated to boiling. After customary work-up, the crude product is purified by chromatography and crystallization.

Workup

  1. additionare added
  2. temperaturethe mixture is heated to boiling
  3. customAfter customary work-up, the crude product is purified by chromatography and crystallization

Sources & evidence

ORD record
ord-93000c1993c1467d8c958cf156ab0696
Source dataset
uspto-grants-1993_05
Patent number
US05209868

Linked notes

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