Pyrrolidine → Methyl 3-(pyrrolidin-1-ylmethyl)benzoate

HRID 1256631

반응식

HRID 1256631 반응식
[NH:1]1[CH2:5][CH2:4][CH2:3][CH2:2]1.[CH3:6][O:7][C:8](=[O:17])[C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([CH2:15]Br)[CH:10]=1.[Na]>O1CCCC1>[CH3:6][O:7][C:8](=[O:17])[C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([CH2:15][N:1]2[CH2:5][CH2:4][CH2:3][CH2:2]2)[CH:10]=1

참가 물질

5

반응물 3

HCID 31268PyrrolidineHCID 517981Methyl 3-(bromomethyl)benzoateHCID 5360545Sodium

생성물 1

HCID 53429637Methyl 3-(pyrrolidin-1-ylmethyl)benzoate수율 97%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

To a stirred solution of pyrrolidine (7.3 mL, 87 mmol) in dry tetrahydrofuran (5 mL), a solution of 3-bromomethyl-benzoic acid methyl ester (2.0 g, 8.7 mmol) in 5 mL of dry tetrahydrofuran was added dropwise and the mixture stirred at room temperature for 4 hours. The reaction mixture was then poured into 100 mL of saturated aqueous solution of sodium hydrogenocarbonate, extracted with 100 mL of ethyl acetate, dried over sodium sulfate and evaporated to dryness affording the title compound as yellow oil (1.85 g).

후처리

  1. extractionextracted with 100 mL of ethyl acetate
  2. dry with materialdried over sodium sulfate
  3. customevaporated to dryness

출처 및 근거

ORD 기록
ord-0ecfb111cdad46a7ac4837b209145c96
출처 데이터셋
uspto-grants-2013_06
특허 번호
US08461193B2

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