Ammonium Chloride → 5-Methoxymethyl-2-(3,4,4-trifluoro-3-butenylthio)oxazole

HRID 351797

반응식

HRID 351797 반응식
C([Li])CCC.[F:6][C:7](=[C:16]([F:18])[F:17])[CH2:8][CH2:9][S:10][C:11]1[O:12][CH:13]=[CH:14][N:15]=1.[CH3:19][O:20][CH2:21]Br.[Cl-].[NH4+]>CCOCC>[CH3:19][O:20][CH2:21][C:13]1[O:12][C:11]([S:10][CH2:9][CH2:8][C:7]([F:6])=[C:16]([F:17])[F:18])=[N:15][CH:14]=1

참가 물질

6

반응물 4

HCID 25517Ammonium ChlorideHCID 83093Bromomethyl methyl etherHCID 129939582-(3,4,4-Trifluoro-3-butenylthio)oxazoleHCID 178418339Butyllithium

생성물 1

HCID 227146435-Methoxymethyl-2-(3,4,4-trifluoro-3-butenylthio)oxazole수율 13.2%

시약·촉매·용매 1

HCID 3283Diethyl Ether용매2회

실험 절차

10.40 ml of n-butyl lithium (1.6 M n-hexane solution) were slowly added dropwise to a solution of 3.14 g of 2-(3,4,4-trifluoro-3-butenylthio)oxazole in 40 ml of ether at −70° C. After stirring for 1 hour, a solution of 2.06 g bromomethyl methyl ether in 10 ml ether was added dropwise. After bringing the mixture back to room temperature and stirring for 1 hour, 50 ml of saturated solution of ammonium chloride was added to separate it into an ether layer and an aqueous layer. The aqueous layer was further extracted with ether and together with the separated ether layer it was washed with a saturated sodium chloride water and dried with anhydrous magnesium sulfate. After the solvent was distilled off under reduced pressure, the residue was treated by column chromatography to obtain 0.5 g of 5-methoxymethyl-2-(3,4,4-trifluoro-3-butenylthio)oxazole (yield 13%). n20D=1.4705.

후처리

  1. customback to room temperature
  2. stirringstirring for 1 hour
  3. customto separate it into an ether layer
  4. extractionThe aqueous layer was further extracted with ether and together with the separated ether layer it
  5. washwas washed with a saturated sodium chloride water
  6. dry with materialdried with anhydrous magnesium sulfate
  7. distillationAfter the solvent was distilled off under reduced pressure
  8. additionthe residue was treated by column chromatography

출처 및 근거

ORD 기록
ord-5c93f45f4f014b839b8462967fe84277
출처 데이터셋
uspto-grants-2004_06
특허 번호
US06743814B2

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