Sodium borohydride → [3-(Cyclopropylmethoxy)phenyl]methanol

HRID 1006244ノート

反応式

HRID 1006244 の反応式
[BH4-].[Na+].[CH:3]1([CH2:6][O:7][C:8]2[CH:9]=[C:10]([CH:13]=[CH:14][CH:15]=2)[CH:11]=[O:12])[CH2:5][CH2:4]1>CO>[OH:12][CH2:11][C:10]1[CH:13]=[CH:14][CH:15]=[C:8]([O:7][CH2:6][CH:3]2[CH2:5][CH2:4]2)[CH:9]=1

参加物

4

反応物 2

HCID 4311764Sodium borohydrideHCID 220482703-(Cyclopropylmethoxy)benzaldehyde

生成物 1

HCID 22676783[3-(Cyclopropylmethoxy)phenyl]methanol収率 89.8%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

Sodium borohydride (0.75 g, 20 mmol) was added in portions to a stirred solution of 3-(cyclopropylmethoxy)benzaldehyde (Lit: Chem. Pharm. Bull. 1975, 23, 2878) (3.5 g, 20 mmol) in methanol (80 mL). The mixture was stirred for 2 h and then quenched with water (300 mL). The product was extracted with ethyl acetate (3×150 mL) and then the combined organic extracts were dried over magnesium sulfate, filtered, and concentrated in vacuo to leave 3.2 g (89%) of crude product. This material was used in the next reaction without further purification or analysis.

後処理

  1. customquenched with water (300 mL)
  2. extractionThe product was extracted with ethyl acetate (3×150 mL)
  3. dry with materialthe combined organic extracts were dried over magnesium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-033b87ce59c14cb692d82a2d022a6a29
出典データセット
uspto-grants-2004_09
特許番号
US06787651B2

反応ノート

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