Trifluoroacetic acid → (5R)-5-(1-ethoxyethoxymethyl)pyrrolidin-2-one

HRID 22965

반응식

HRID 22965 반응식
[OH:1][CH2:2][C@@H:3]1[NH:7][C:6](=[O:8])[CH2:5][CH2:4]1.[CH:9]([O:11][CH2:12][CH3:13])=[CH2:10].FC(F)(F)C(O)=O>C(Cl)(Cl)Cl>[CH2:9]([O:11][CH:12]([O:1][CH2:2][C@@H:3]1[NH:7][C:6](=[O:8])[CH2:5][CH2:4]1)[CH3:13])[CH3:10]

참가 물질

5

반응물 3

HCID 6422Trifluoroacetic acidHCID 8023Ethyl vinyl etherHCID 7128291(R)-(-)-5-(Hydroxymethyl)-2-pyrrolidinone

생성물 1

HCID 12137689(5R)-5-(1-ethoxyethoxymethyl)pyrrolidin-2-one수율 102%

시약·촉매·용매 1

HCID 6212Chloroform용매

실험 절차

To a solution of (5R)-5-(hydroxymethyl)pyrrolidin-2-one (Aldrich, 8.86 g, 77 mmol) in 70 mL of chloroform at room temperature under an argon atmosphere was added ethyl vinyl ether (10.4 mL, 108 mmol) and catalytic anhydrous trifluoroacetic acid (0.2 mL). After stirring for 3 hours, the reaction was partitioned between methylene chloride (150 mL) and aqueous sodium bicarbonate solution (150 mL) and the phases were separated. The organic phase was dried (K2CO3) and filtered. The filtrate was evaporated under reduced pressure to give 14.7 g of the (5R)-5-(1-ethoxyethoxymethyl)pyrrolidin-2-one.

후처리

  1. customthe reaction was partitioned between methylene chloride (150 mL) and aqueous sodium bicarbonate solution (150 mL)
  2. customthe phases were separated
  3. dry with materialThe organic phase was dried (K2CO3)
  4. filtrationfiltered
  5. customThe filtrate was evaporated under reduced pressure

출처 및 근거

ORD 기록
ord-a33fe86201f24b20b09fad2d95879b46
출처 데이터셋
uspto-grants-2005_02
특허 번호
US06849657B2

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