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Methanol → (3,3-Dimethoxy-1-vinylcyclobutyl)methanol

HRID 594873
ノート
印刷プレビュー

反応式

HRID 594873 の反応式
[CH3:1][O:2][C:3]1([O:13][CH3:14])[CH2:6][C:5]([CH:11]=[CH2:12])([C:7](OC)=[O:8])[CH2:4]1.CC(C[AlH]CC(C)C)C.CO>C1COCC1>[CH3:14][O:13][C:3]1([O:2][CH3:1])[CH2:4][C:5]([CH2:7][OH:8])([CH:11]=[CH2:12])[CH2:6]1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 887MethanolHCID 14487Diisobutylaluminum hydrideHCID 86724271Methyl 3,3-dimethoxy-1-vinylcyclobutanecarboxylate

生成物 1

HCID 86724270(3,3-Dimethoxy-1-vinylcyclobutyl)methanol収率 81.7%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
0 °C
このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート

実験手順

To a solution of methyl 3,3-dimethoxy-1-vinylcyclobutanecarboxylate (2.02 g, 10.09 mmol) in THF (20 mL) was added DIBAL-H (1.04M in toluene, 29 mL, 30.16 mmol) at 0° C. under argon, and the mixture was stirred for 30 minutes at 0° C. To the mixture was carefully added MeOH (29 mL) and Na2SO4.10H2O (29 g), and the mixture was stirred overnight. The mixture was filtered and evaporated under reduced pressure. And the residue was diluted with hexane/EtOAc=1:1 and filtrated through the pad of silica gel and concentrated in vacuo to give (3,3-dimethoxy-1-vinylcyclobutyl)methanol (1.42 g).

後処理

  1. stirringthe mixture was stirred overnight
  2. filtrationThe mixture was filtered
  3. customevaporated under reduced pressure
  4. additionAnd the residue was diluted with hexane/EtOAc=1:1
  5. filtrationfiltrated through the pad of silica gel
  6. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-3de55fefbf3b4cda953173b8834f245d
出典データセット
uspto-grants-2016_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09242973B2

反応ノート

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