Chlorotrimethylsilane → HCID 70122801, compound

HRID 2227893Notes

Reaction equation

HRID 2227893 reaction equation
[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([CH2:15][CH2:16][C:17](=[O:22])[C:18]([F:21])([F:20])[F:19])=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:23][Si:24](Cl)([CH3:26])[CH3:25].C(N(CC)CC)C>C1COCC1.CCCCCC>[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([CH2:15][CH:16]=[C:17]([O:22][Si:24]([CH3:26])([CH3:25])[CH3:23])[C:18]([F:21])([F:20])[F:19])=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

6

Reactant 3

HCID 6397ChlorotrimethylsilaneHCID 8471TriethylamineHCID 184750104-[4-(Benzyloxy)phenyl]-1,1,1-trifluorobutan-2-one

Product 1

HCID 70122801HCID 70122801, compoundYield 93.4%

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolventHCID 8058HexaneSolvent

Procedure

To a solution of 4-(4-benzyloxyphenyl)-1,1,1-trifluoro-2-butanone (2.25 g, 7.26 mmol) and trimethylsilyl chloride (1.84 ml, 14.5 mmol) in THF (20 ml) at 0° C. was added dropwise triethylamine (3.1 ml, 21.8 mmol). The mixture was stirred at room temperature for 1 hour, diluted with hexane (200 ml), filtered and washed with hexane. The filtrate was washed with brine (2×50 ml), dried over sodium sulfate for 2 minutes and concentrated in vacuo to give the title material (2.58 g, 93%) as a yellow solid.

Workup

  1. filtrationfiltered
  2. washwashed with hexane
  3. washThe filtrate was washed with brine (2×50 ml)
  4. dry with materialdried over sodium sulfate for 2 minutes
  5. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-a9b9a21d09e74dac8c295ce3c3925539
Source dataset
uspto-grants-2002_07
Patent number
US06414179B1

Reaction notes

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