Chlorotrimethylsilane → HCID 54286423, compound

HRID 964329Notes

Reaction equation

HRID 964329 reaction equation
[OH:1][CH2:2][C:3]([O:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)=[S:4].[CH3:12][Si:13](Cl)([CH3:15])[CH3:14].C(N(CC)CC)C>C1COCC1.C(OCC)C>[CH3:12][Si:13]([CH3:15])([CH3:14])[O:1][CH2:2][C:3]([O:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)=[S:4]

Participants

6

Reactant 3

HCID 6397ChlorotrimethylsilaneHCID 8471TriethylamineHCID 54573640HCID 54573640, compound

Product 1

HCID 54286423HCID 54286423, compoundYield 93%

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 8028TetrahydrofuranSolvent

Procedure

A solution of phenyl (hydroxy)thioacetate (0.237 g, 1.41 mmol) in THF (14.0 ml) was treated with trimethylsilyl chloride (0.643 ml, 5.07 mmol) and triethylamine (0.726 ml, 5.21 mmol) at room temperature. After stirring for 2 h at RT, the mixture was diluted with ethyl ether, washed with pH 7 phosphate buffer, dried (Na2SO4) and evaporated to give phenyl (trimethylsilyloxy)thioacetate (0.2315 g, 93%).

Workup

  1. washwashed with pH 7 phosphate buffer
  2. dry with materialdried (Na2SO4)
  3. customevaporated

Sources & evidence

ORD record
ord-2a4dc7f14cfa4dcc9519a900464d8572
Source dataset
uspto-grants-1998_06
Patent number
US05767282

Reaction notes

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