Sodium borohydride → 1-Benzyl-3,5-dimethyl-3-ethyl-4-hydroxypiperidine

HRID 396336ノート

反応式

HRID 396336 の反応式
[BH4-].[Na+].[CH2:3]([N:10]1[CH2:15][CH:14]([CH3:16])[C:13](=[O:17])[C:12]([CH3:20])([CH2:18][CH3:19])[CH2:11]1)[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1>CO>[CH2:3]([N:10]1[CH2:15][CH:14]([CH3:16])[CH:13]([OH:17])[C:12]([CH3:20])([CH2:18][CH3:19])[CH2:11]1)[C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][CH:9]=1

参加物

4

反応物 2

HCID 4311764Sodium borohydrideHCID 222788971-Benzyl-3,5-dimethyl-3-ethyl-4-piperidone

生成物 1

HCID 230036911-Benzyl-3,5-dimethyl-3-ethyl-4-hydroxypiperidine

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

Sodium borohydride (0.8 g, 21.0 mmole) was added to the stirred solution of 1-benzyl-3,5-dimethyl-3-ethylpiperidin-4-one (3.0 g, 12.25 mmole) in methanol (10 ml) at 0-5° C. over a period of 5 min, and stirring was continued for 1 hr at ambient temperature. The reaction mixture was concentrated to dryness, triturated with water (20 ml) and extracted with ethyl acetate. The ethyl acetate extract was dried (Na2SO4) and concentrated to dryness to furnish 1-benzyl-3,5-dimethyl-3-ethyl-4-hydroxypiperidine as oil. Yield 2.9 g (96%), C16H25NO, m/z 248 (M+l).

後処理

  1. concentrationThe reaction mixture was concentrated to dryness
  2. customtriturated with water (20 ml)
  3. extractionextracted with ethyl acetate
  4. extractionThe ethyl acetate extract
  5. dry with materialwas dried (Na2SO4)
  6. concentrationconcentrated to dryness

出典と根拠

ORDレコード
ord-ac55d4964267439ca917bce9b4151072
出典データセット
uspto-grants-2003_08
特許番号
US06608078B2

反応ノート

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