Trimethylstannane → 2-(p-Tolylsulfonyl)ethyltrimethylstannane

HRID 1283860노트

반응식

HRID 1283860 반응식
[CH:1]([S:3]([C:6]1[CH:11]=[CH:10][C:9]([CH3:12])=[CH:8][CH:7]=1)(=[O:5])=[O:4])=[CH2:2].[CH3:13][SnH:14]([CH3:16])[CH3:15]>O1CCCC1>[C:9]1([CH3:12])[CH:10]=[CH:11][C:6]([S:3]([CH2:1][CH2:2][Sn:14]([CH3:16])([CH3:15])[CH3:13])(=[O:5])=[O:4])=[CH:7][CH:8]=1

참가 물질

4

반응물 2

HCID 12623TrimethylstannaneHCID 79665P-Tolyl vinyl sulfone

생성물 1

HCID 129014332-(p-Tolylsulfonyl)ethyltrimethylstannane수율 73.2%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

The procedure described in Example 1 was employed except that 7.74 g (42.5 mmoles) of 4-tolyl vinyl sulfone, 7.0 g (42.5 mmoles) of trimethyltin hydride and 10 ml of tetrahydrofuran were the reactants and solvent. The irradiation proceeded for 14.75 hours. Evaporation of solvent afforded an oil which crystallized on standing. Recrystallization of the product from cold petroleum ether gave 10.8 g of 2-(p-tolylsulfonyl)ethyltrimethylstannane, m.p. 55.5°-58°C. The presence of both the sulfonyl and trimethyltin groups was indicated by the strong infrared absorption bands at 1310 cm-1, 1295 cm-1, 1260 cm-1, 1145 cm-1 (--SO2 --) and 750 cm-1 ((CH3)3Sn) employing a KBr disc. Nuclear magnetic resonance spectroscopy (NMR) showed the following:

후처리

  1. customThe irradiation
  2. customEvaporation of solvent
  3. customafforded an oil which
  4. customcrystallized
  5. customRecrystallization of the product from cold petroleum ether

출처 및 근거

ORD 기록
ord-cf89e8efa9c74f25aab0f26972698b13
출처 데이터셋
uspto-grants-1976_08
특허 번호
US03976672

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