Sodium borohydride → 1-(3-Methoxyphenyl)-2-(1-methylpyrrolidin-2-yl)ethan-1-ol

HRID 2049655

反応式

HRID 2049655 の反応式
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:9](=[O:17])[CH2:10][CH:11]2[CH2:15][CH2:14][CH2:13][N:12]2[CH3:16])[CH:6]=[CH:7][CH:8]=1.[BH4-].[Na+]>CO.O>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:9]([OH:17])[CH2:10][CH:11]2[CH2:15][CH2:14][CH2:13][N:12]2[CH3:16])[CH:6]=[CH:7][CH:8]=1

参加物

5

反応物 2

HCID 4311764Sodium borohydrideHCID 203441421-(3-Methoxyphenyl)-2-(1-methyl-2-pyrrolidinyl)ethanone

生成物 1

HCID 30543491-(3-Methoxyphenyl)-2-(1-methylpyrrolidin-2-yl)ethan-1-ol

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 962Water溶媒

実験手順

50 g of 1-(3-methoxyphenyl)-2-(1-methyl-2-pyrrolidinyl)ethanone are dissolved in 100 ml of methanol and 20 ml of water; thereafter, 4.05 g of sodium borohydride are added portionwise, with stirring. Stirring is continued for a further hour, methanol is largely distilled off, 100 ml of water are added and extraction is effected with methylene chloride. The organic phase is extracted with 400 ml of 10% strength hydrochloric acid, the hydrochloric acid aqueous phase is rendered alkaline with sodium hydroxide solution and the liberated base is extracted with methylene chloride. The organic phase is concentrated and the resulting oily residue is distilled to obtain 47.4 g (94% of theory) of the title compound as a mixture of diastereoisomers of b.p. 128° at 0.001 mm Hg.

後処理

  1. stirringStirring
  2. waitis continued for a further hour
  3. distillationmethanol is largely distilled off
  4. addition100 ml of water are added
  5. extractionextraction
  6. extractionThe organic phase is extracted with 400 ml of 10% strength hydrochloric acid
  7. extractionthe liberated base is extracted with methylene chloride
  8. concentrationThe organic phase is concentrated
  9. distillationthe resulting oily residue is distilled

出典と根拠

ORDレコード
ord-c7ccb1aab1054c709d1980cca6dc4d69
出典データセット
uspto-grants-1980_04
特許番号
US04198424

関連ノート

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