Hydrochloric Acid → (R)-(-)-1-(2-Pyrrolidinylmethyl)pyrrolidine

HRID 1359742

反応式

HRID 1359742 の反応式
[N:1]1([C:6]([C@H:8]2[CH2:12][CH2:11][CH2:10][NH:9]2)=O)[CH2:5][CH2:4][CH2:3][CH2:2]1.Cl>C1COCC1>[N:1]1([CH2:6][C@H:8]2[CH2:12][CH2:11][CH2:10][NH:9]2)[CH2:5][CH2:4][CH2:3][CH2:2]1

参加物

4

反応物 2

HCID 313Hydrochloric AcidHCID 10034997(R)-Pyrrolidin-2-YL-pyrrolidin-1-YL-methanone

生成物 1

HCID 853151(R)-(-)-1-(2-Pyrrolidinylmethyl)pyrrolidine収率 73%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of pyrrolidin-1-yl-(R)-pyrrolidin-2-yl-methanone (1.2 g, 7.1 mmol) in THF (10 mL) at 0° C. was added BH3 (10 mL, 10 mmol). The mixture was heated to reflux for 16 hours. The reaction was acidified with HCl and concentrated. The residue was basified to pH 10 with 2N NaOH and extracted with 5% methanol in DCM. The organic layer was concentrated and purified on a silica gel column to give 800 mg (73%) of (R)-2-pyrrolidin-1-ylmethyl-pyrrolidine.

後処理

  1. temperatureThe mixture was heated
  2. temperatureto reflux for 16 hours
  3. concentrationconcentrated
  4. extractionextracted with 5% methanol in DCM
  5. concentrationThe organic layer was concentrated
  6. custompurified on a silica gel column

出典と根拠

ORDレコード
ord-83b40e70203c47ae8018ef209b198db5
出典データセット
uspto-grants-2003_07
特許番号
US06599902B2

関連ノート

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