Water → (4-Methoxyphenyl)[5-[(phenylmethyl)thio]-2-thienyl]methanone

HRID 1153787노트

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HRID 1153787 반응식
[CH2:1]([SH:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[H-].[Na+].Br[C:12]1[S:13][C:14]([C:17](=[O:26])[C:18]2[CH:23]=[CH:22][C:21]([O:24][CH3:25])=[CH:20][CH:19]=2)=[CH:15][CH:16]=1.O>CN(C=O)C>[CH2:1]([S:8][C:12]1[S:13][C:14]([C:17](=[O:26])[C:18]2[CH:23]=[CH:22][C:21]([O:24][CH3:25])=[CH:20][CH:19]=2)=[CH:15][CH:16]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

참가 물질

6

반응물 4

HCID 962WaterHCID 7509Benzyl mercaptanHCID 24758Sodium hydrideHCID 298606Methanone, (5-bromo-2-thienyl)(4-methoxyphenyl)-

생성물 1

HCID 13364599(4-Methoxyphenyl)[5-[(phenylmethyl)thio]-2-thienyl]methanone

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

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온도
25 °C

실험 절차

Benzyl mercaptan (1.24 g, 0.01 mol) was added to a stirred mixture of sodium hydride (50% oil dispersion, 0.44 g, 0.11 mol) and degassed DMF (10 mL). The resulting mixture was warmed cautiously until gas evolution ceased. After cooling to 25° C., a solution of 2-bromo-5-(4-methoxybenzoyl)thiophene (2.97 g, 0.01 mol) in DMF (10 mL) was added dropwise. After complete addition, the mixture was heated on the steam bath for 2.5 hours and poured into waTER (200 mL). The aqueous mixture was extracted with ether (2×200 mL) and the extracts were washed with water, saturated NaCl solution and dried (Na2SO4). After evaporation of the solvent, the residue was collected with the aid of hexane and dried, 1.98 g, m.p. 103°-105° C.

후처리

  1. customdegassed DMF (10 mL)
  2. temperatureThe resulting mixture was warmed cautiously until gas evolution
  3. additionAfter complete addition
  4. temperaturethe mixture was heated on the steam bath for 2.5 hours
  5. extractionThe aqueous mixture was extracted with ether (2×200 mL)
  6. washthe extracts were washed with water, saturated NaCl solution
  7. dry with materialdried (Na2SO4)
  8. customAfter evaporation of the solvent
  9. customthe residue was collected with the aid of hexane
  10. customdried

출처 및 근거

ORD 기록
ord-f1d6fc5116004de9b68c5f6380bbb4e5
출처 데이터셋
uspto-grants-1984_12
특허 번호
US04486444

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