Water → ((S)-1-((S)-1-phenylethyl)pyrrolidin-3-yl)methanol

HRID 383864ノート

反応式

HRID 383864 の反応式
[H-].[H-].[H-].[H-].[Li+].[Al+3].O=[C:8]1[N:12]([C@H:13]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH3:14])[CH2:11][C@@H:10]([C:21](OC)=[O:22])[CH2:9]1.O.[OH-].[Na+]>C1COCC1>[C:15]1([C@@H:13]([N:12]2[CH2:8][CH2:9][C@H:10]([CH2:21][OH:22])[CH2:11]2)[CH3:14])[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=1

参加物

6

反応物 4

HCID 962WaterHCID 14798Sodium HydroxideHCID 13772856HCID 13772856、化合物HCID 21226445Aluminium lithium hydride

生成物 1

HCID 11084986((S)-1-((S)-1-phenylethyl)pyrrolidin-3-yl)methanol

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

反応条件

温度
0 °C

実験手順

To a suspension of LAH (20 g, 0.526 mol) in dried THF (400 mL) was added dropwise a solution of (S)-methyl 5-oxo-1-((S)-1-phenylethyl)pyrrolidine-3-carboxylate (50 g, 0.202 mol) in dried THF (50 mL) at 0° C. The mixture was heated to reflux overnight. The reaction mixture was cooled to 0° C. and treated with water (20 mL) and aqueous NaOH (10%, 20 mL). The slurry formed was filtered off and washed with THF. The combined filtrate was evaporated to give compound ((S)-1-((S)-1-phenylethyl)pyrrolidin-3-yl)methanol, which was used directly in the next step.

後処理

  1. temperatureThe mixture was heated
  2. temperatureto reflux overnight
  3. customThe slurry formed
  4. filtrationwas filtered off
  5. washwashed with THF
  6. customThe combined filtrate was evaporated

出典と根拠

ORDレコード
ord-74bd000b979c4aee949ea5905655251d
出典データセット
uspto-grants-2013_02
特許番号
US08367691B2

反応ノート

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