Sulfuric Acid → N-(1-benzyl-3-methylpyrrolidin-3-yl)acetamide

HRID 72116

반응식

HRID 72116 반응식
[CH2:1]([N:8]1[CH2:12][CH2:11][C:10]([CH3:14])(O)[CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH:15]S(O)(=O)=O.[CH3:20][C:21]#[N:22]>>[CH2:1]([N:8]1[CH2:12][CH2:11][C:10]([NH:22][C:21](=[O:15])[CH3:20])([CH3:14])[CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

참가 물질

4

반응물 3

HCID 1118Sulfuric AcidHCID 6342AcetonitrileHCID 186296481-Benzyl-3-methylpyrrolidin-3-OL

생성물 1

HCID 13787481N-(1-benzyl-3-methylpyrrolidin-3-yl)acetamide

실험 절차

A solution of 1-benzyl-3-methylpyrrolidin-3-ol (5.94 g, 31.1 mmol) in MeCN (200 mL) was cooled in an ice bath and conc H2SO4 (25 mL) was added dropwise over 15 min. The ice bath was allowed to melt and the mixture was stirred at rt over the weekend. The mixture was poured onto crushed ice (600 mL). The mixture was evaporated under reduced pressure to remove MeCN. Solid K2CO3 was added in portions to the residue until it was basic. The mixture was extracted with CH2Cl2 (3×150 mL). The combined organic extracts were washed with brine (50 mL), dried over Na2SO4 and concentrated to leave N-(1-benzyl-3-methylpyrrolidin-3-yl)acetamide (4.01 g).

후처리

  1. additionThe mixture was poured
  2. customThe mixture was evaporated under reduced pressure
  3. customto remove MeCN
  4. additionSolid K2CO3 was added in portions to the residue until it
  5. extractionThe mixture was extracted with CH2Cl2 (3×150 mL)
  6. washThe combined organic extracts were washed with brine (50 mL)
  7. dry with materialdried over Na2SO4
  8. concentrationconcentrated

출처 및 근거

ORD 기록
ord-b911826704eb433dac44479d5dc753f0
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08828985B2

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