Ammonium Chloride → Triisopropyl{[3-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thien-2-yl]methoxy}silane

HRID 9673

反応式

HRID 9673 の反応式
[CH:1]([Si:4]([CH:16]([CH3:18])[CH3:17])([CH:13]([CH3:15])[CH3:14])[O:5][CH2:6][C:7]1[S:8][CH:9]=[CH:10][C:11]=1[CH3:12])([CH3:3])[CH3:2].C([Li])CCC.C(O[B:28]1[O:32][C:31]([CH3:34])([CH3:33])[C:30]([CH3:36])([CH3:35])[O:29]1)(C)C.[Cl-].[NH4+]>O1CCCC1>[CH:16]([Si:4]([CH:1]([CH3:3])[CH3:2])([CH:13]([CH3:15])[CH3:14])[O:5][CH2:6][C:7]1[S:8][C:9]([B:28]2[O:32][C:31]([CH3:34])([CH3:33])[C:30]([CH3:36])([CH3:35])[O:29]2)=[CH:10][C:11]=1[CH3:12])([CH3:18])[CH3:17]

参加物

6

反応条件

温度
-78 °C

実験手順

A mixture of triisopropyl[(3-methylthien-2-yl)methoxy]silane (intermediate 115, 1.42 g) in tetrahydrofuran (20 ml), stirred at −78° C. under nitrogen, was treated with 1.6M butyllithium in hexanes (3.9 ml). The reaction temperature was slowly allowed to rise to 0° C. over 2 hours and then re-cooled to −78° C. 2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1.28 ml) was added and the reaction stirred at this temperature for 4 hours and then warmed to 0° C. The reaction was added to a mixture of saturated ammonium chloride and ice. The aqueous mixture was extracted with diethyl ether and the organic solution dried with brine and over sodium sulfate. Evaporation of the solvent afforded the title compound as a white solid

後処理

  1. temperaturere-cooled to −78° C
  2. stirringthe reaction stirred at this temperature for 4 hours
  3. temperaturewarmed to 0° C
  4. extractionThe aqueous mixture was extracted with diethyl ether
  5. dry with materialthe organic solution dried with brine and over sodium sulfate
  6. customEvaporation of the solvent

出典と根拠

ORDレコード
ord-cc8ff98036344a30b32617317c2cefd3
出典データセット
uspto-grants-2006_08
特許番号
US07091237B2

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