9-Thiabicyclo[3.3.1]nonan-3-one → HCID 86718440, compound

HRID 535333Notes

Reaction equation

HRID 535333 reaction equation
C[Si]([N-][Si](C)(C)C)(C)C.[Na+].[Cl-].[CH3:12][O:13][CH2:14][P+](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1.[CH:34]12[S:42][CH:38]([CH2:39][CH2:40][CH2:41]1)[CH2:37][C:36](=O)[CH2:35]2>C1COCC1>[CH3:12][O:13][CH:14]=[C:36]1[CH2:37][CH:38]2[S:42][CH:34]([CH2:41][CH2:40][CH2:39]2)[CH2:35]1

Participants

5

Reactant 3

HCID 2822439-Thiabicyclo[3.3.1]nonan-3-oneHCID 2723798Methoxymethyl-triphenylphosphonium chlorideHCID 2724254Sodium bis(trimethylsilyl)amide

Product 1

HCID 86718440HCID 86718440, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

A solution of sodium bis(trimethylsilyl)amide 1M in THF (37.9 ml, 37.9 mmol) was added dropwise to a suspension of (methoxymethyl)triphenylphosphonium chloride (13.40 g, 37.9 mmol) in THF (60 ml) at −10° C., followed by the addition of 9-thia-bicyclo[3.3.1]nonan-3-one (3.95 g, 25.3 mmol) at −10° C. The suspension was allowed to warm to Rt and stirring was continued for 16 hrs.

Workup

  1. temperatureto warm to Rt

Sources & evidence

ORD record
ord-66e21187fbc64915987ffa9c4ecffd73
Source dataset
uspto-grants-2014_10
Patent number
US08859535B2

Reaction notes

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