Trimethylstannane → 2-(p-Tolylsulfonyl)ethyltrimethylstannane

HRID 1283860ノート

反応式

HRID 1283860 の反応式
[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

参加物

4

反応物 2

HCID 12623TrimethylstannaneHCID 79665P-Tolyl vinyl sulfone

生成物 1

HCID 129014332-(p-Tolylsulfonyl)ethyltrimethylstannane収率 73.2%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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:

後処理

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

出典と根拠

ORDレコード
ord-cf89e8efa9c74f25aab0f26972698b13
出典データセット
uspto-grants-1976_08
特許番号
US03976672

反応ノート

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