HCID 22258805, 화합물 → HCID 22258798, 화합물

HRID 1767318노트

반응식

HRID 1767318 반응식
[CH2:1]([O:8][C:9]1[CH:13]=[CH:12][S:11][C:10]=1[C:14](N(OC)C)=[O:15])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:20][Mg]Br>C1COCC1>[CH2:1]([O:8][C:9]1[CH:13]=[CH:12][S:11][C:10]=1[C:14](=[O:15])[CH3:20])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

참가 물질

4

반응물 2

HCID 22258805HCID 22258805, 화합물HCID 178418573HCID 178418573, 화합물

생성물 1

HCID 22258798HCID 22258798, 화합물수율 89%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

반응 조건

온도
0 °C

실험 절차

To a cold (0° C.) solution of 3-(benzyloxy)-N-methoxy-N-methyl-2-thiophene-carboxamide (3.47 g, 12.50 mmol) in THF (50 mL) was added a solution of methyl-magnesium bromide in THF (1 M, 35 mL). After being stirred at 0° C. for 1 hr, the reaction mixture was quenched with saturated aqueous NH4Cl solution, diluted with water, and extracted with ethyl acetate. The separated organic phase was washed with brine, dried over Na2SO4, filtered and evaporated. The residue was purified by column chromatography on silica gel (hexane/ethyl acetate/CH2Cl2=3/1/1) followed by recrystallization from n-hexane/ethyl acetate to give 1-[3-(benzyloxy)-2-thienyl]ethanone as a white solid (2.592 g, yield; 89%).

후처리

  1. customthe reaction mixture was quenched with saturated aqueous NH4Cl solution
  2. additiondiluted with water
  3. extractionextracted with ethyl acetate
  4. washThe separated organic phase was washed with brine
  5. dry with materialdried over Na2SO4
  6. filtrationfiltered
  7. customevaporated
  8. customThe residue was purified by column chromatography on silica gel (hexane/ethyl acetate/CH2Cl2=3/1/1)
  9. customfollowed by recrystallization from n-hexane/ethyl acetate

출처 및 근거

ORD 기록
ord-b282b01a68d04c27ada10492acc95ec3
출처 데이터셋
uspto-grants-2007_06
특허 번호
US07232909B2

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