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

HRID 72116

反応式

HRID 72116 の反応式
[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

参加物

4

反応物 3

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

生成物 1

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

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-b911826704eb433dac44479d5dc753f0
出典データセット
uspto-grants-2014_09
特許番号
US08828985B2

関連ノート

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