Hydrochloric Acid → HCID 13693403, 화합물

HRID 981254노트

반응식

HRID 981254 반응식
[CH3:1][S:2][C:3]1[CH:8]=[CH:7][C:6]([C:9](=[O:12])[CH2:10][CH3:11])=[CH:5][CH:4]=1.Br[CH2:14][C:15]([O:17][CH3:18])=[O:16].Cl>C1(C)C=CC=CC=1.C1COCC1>[CH3:1][S:2][C:3]1[CH:8]=[CH:7][C:6]([C:9](=[O:12])[CH:10]([CH3:11])[CH2:14][C:15]([O:17][CH3:18])=[O:16])=[CH:5][CH:4]=1

참가 물질

6

반응물 3

HCID 313Hydrochloric AcidHCID 60984Methyl bromoacetateHCID 8211711-[4-(Methylthio)phenyl]-1-propanone

생성물 1

HCID 13693403HCID 13693403, 화합물

시약·촉매·용매 2

HCID 1140Toluene용매HCID 8028Tetrahydrofuran용매3회

반응 조건

온도
-78 °C

실험 절차

To a solution of potassium hexamethylsilazane (0.158 mole) in toluene (254 ml) and THF (160 ml) at -78° C. was added dropwise the ketone from Step A of this Example (25.8 g) in THF (90 ml). The reaction mixture was stirred 30 minutes at -78° C. Methyl bromoacetate (16.2 ml) in THF (25 ml) was added dropwise. After stirring 1.5 hours at -78° C. the reaction mixture was poured into 1N HCl (400 ml). The organic layer was separated and the aqueous layer was further extracted with ethyl acetate. The combined organic layers were washed with water, dried over Na2SO4 and evaporated to give a yellow oil which was purified on a flash silica gel column (1 kg) using hexane/EtOAc (10:2) as eluant to give the title compound as an oil.

후처리

  1. stirringAfter stirring 1.5 hours at -78° C. the reaction mixture
  2. customThe organic layer was separated
  3. extractionthe aqueous layer was further extracted with ethyl acetate
  4. washThe combined organic layers were washed with water
  5. dry with materialdried over Na2SO4
  6. customevaporated
  7. customto give a yellow oil which
  8. customwas purified on a flash silica gel column (1 kg)

출처 및 근거

ORD 기록
ord-497c5b9182ea41329cb5c39fc4e745e9
출처 데이터셋
uspto-grants-1991_02
특허 번호
US04990526

반응 노트

불러오는 중…