Water → [1-(2-Methyl-1,3-dioxolan-2-yl)cyclopropyl]methanol

HRID 1790878ノート

反応式

HRID 1790878 の反応式
C[O:2][C:3]([C:5]1([C:8]2([CH3:13])[O:12][CH2:11][CH2:10][O:9]2)[CH2:7][CH2:6]1)=O.CC(C[AlH]CC(C)C)C.C(O)(C)C.O>C1(C)C=CC=CC=1>[CH3:13][C:8]1([C:5]2([CH2:3][OH:2])[CH2:7][CH2:6]2)[O:9][CH2:10][CH2:11][O:12]1

参加物

6

反応物 4

HCID 962WaterHCID 3776IsopropanolHCID 14487Diisobutylaluminum hydrideHCID 18725787HCID 18725787、化合物

生成物 1

HCID 22042312[1-(2-Methyl-1,3-dioxolan-2-yl)cyclopropyl]methanol

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

反応条件

温度
0 °C

実験手順

11.2 g of 5 is dissolved in 150 ml of toluene and cooled under nitrogen to 0° C. 125 ml of DIBAH solution (1.2 M in toluene) is now slowly added in drops and stirred for 2 more hours. Then, 1.25 ml of isopropanol and 25 ml of water are added in drops and stirred overnight. The precipitate is filtered off, the filtrate is concentrated by evaporation and chromatographed on silica gel with ethyl acetate/hexane, whereby 9.1 of title compound 6 accumulates as a colorless oil.

後処理

  1. stirringstirred overnight
  2. filtrationThe precipitate is filtered off
  3. concentrationthe filtrate is concentrated by evaporation
  4. customchromatographed on silica gel with ethyl acetate/hexane, whereby 9.1 of title compound 6 accumulates as a colorless oil

出典と根拠

ORDレコード
ord-defb7654daa34a208c68c11dbb800b7a
出典データセット
uspto-grants-2006_07
特許番号
US07071344B1

反応ノート

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