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

HRID 1359742

반응식

HRID 1359742 반응식
[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

참가 물질

4

반응물 2

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

생성물 1

HCID 853151(R)-(-)-1-(2-Pyrrolidinylmethyl)pyrrolidine수율 73%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-83b40e70203c47ae8018ef209b198db5
출처 데이터셋
uspto-grants-2003_07
특허 번호
US06599902B2

연결된 노트

불러오는 중…