(Diethylamino)sulfur trifluoride → 4-Fluoro-4-methyl-pent-2-ynoic acid ethyl ester

HRID 734366노트

반응식

HRID 734366 반응식
[CH2:1]([O:3][C:4](=[O:11])[C:5]#[C:6][C:7](O)([CH3:9])[CH3:8])[CH3:2].CCN(S(F)(F)[F:18])CC>ClCCl>[CH2:1]([O:3][C:4](=[O:11])[C:5]#[C:6][C:7]([F:18])([CH3:9])[CH3:8])[CH3:2]

참가 물질

4

반응물 2

HCID 123472(Diethylamino)sulfur trifluorideHCID 112289264-Hydroxy-4-methyl-pent-2-ynoic acid ethyl ester

생성물 1

HCID 866170244-Fluoro-4-methyl-pent-2-ynoic acid ethyl ester수율 100%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

반응 조건

온도
-78 °C

실험 절차

A solution of 4-hydroxy-4-methyl-pent-2-ynoic acid ethyl ester (4.9 g, 155 mmol) in dichloromethane (30 mL) was cooled to −78° C. and treated with DAST (5.3 g, 161.2 mmol) the reaction mixture was stirred for 2 h at −78° C. then warmed to room temperature and poured over ice. After the ice had melted, the phases were separated and the aqueous phase was extracted with dichloromethane. The combined organic phases were dried (sodium sulfate) and concentrated on a rotary evaporator to provide 5.0 g (100%) of 4-fluoro-4-methyl-pent-2-ynoic acid ethyl ester as a brown oil.

후처리

  1. temperaturethen warmed to room temperature
  2. additionpoured over ice
  3. customthe phases were separated
  4. extractionthe aqueous phase was extracted with dichloromethane
  5. dry with materialThe combined organic phases were dried (sodium sulfate)
  6. concentrationconcentrated on a rotary evaporator

출처 및 근거

ORD 기록
ord-6077568ff76a4ae0abc333116b07213c
출처 데이터셋
uspto-grants-2009_09
특허 번호
US07592353B2

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