Diisobutylaluminumhydride → HCID 83478954、化合物

HRID 931113ノート

反応式

HRID 931113 の反応式
[CH:1]1([C:4]2[O:5][CH:6]=[C:7]([C:9](N(OC)C)=[O:10])[N:8]=2)[CH2:3][CH2:2]1.[H-].C([Al+]CC(C)C)C(C)C>ClCCl>[CH:1]1([C:4]2[O:5][CH:6]=[C:7]([CH:9]=[O:10])[N:8]=2)[CH2:3][CH2:2]1

参加物

4

反応物 2

HCID 21225700DiisobutylaluminumhydrideHCID 89853822HCID 89853822、化合物

生成物 1

HCID 83478954HCID 83478954、化合物

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
-78 °C

実験手順

To a solution of 2-cyclopropyl-N-methoxy-N-methyloxazole-4-carboxamide (0.102 g, 0.52 mmol) in dry dichloromethane (15 mL) was added diisobutylaluminum hydride (1M in toluene) (1.04 ml, 1.04 mmol) at −78° C. The reaction mixture was stirred at −78° C. for 45 minutes. The reaction mixture was quenched with aqueous sodium hydroxide (2M) and extracted with ethyl acetate. The organic layer was dried over sodium sulfate and concentrated under reduced pressure to afford 2-cyclopropyloxazole-4-carbaldehyde which was used without further purification. (65 mg) MS (API-ES+) (M+H) 138.2.

後処理

  1. customThe reaction mixture was quenched with aqueous sodium hydroxide (2M)
  2. extractionextracted with ethyl acetate
  3. dry with materialThe organic layer was dried over sodium sulfate
  4. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-41972a94cafa4f8aa30b1f911f31ce02
出典データセット
uspto-grants-2016_03
特許番号
US09296745B2

反応ノート

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