Water → HCID 60064133, 화합물

HRID 412530노트

반응식

HRID 412530 반응식
[CH2:1]([O:8][C:9]([N:11]1[CH2:20][CH2:19][C:18]2[C:13](=[CH:14][C:15]([OH:21])=[CH:16][CH:17]=2)[CH2:12]1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[H-].[Na+].[CH3:24][S:25][CH2:26]Cl.O>CN(C)C=O>[CH2:1]([O:8][C:9]([N:11]1[CH2:20][CH2:19][C:18]2[C:13](=[CH:14][C:15]([O:21][CH2:24][S:25][CH3:26])=[CH:16][CH:17]=2)[CH2:12]1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

참가 물질

6

반응물 4

HCID 962WaterHCID 16916Chloromethyl methyl sulfideHCID 24758Sodium hydrideHCID 11254587Benzyl 7-hydroxy-3,4-dihydroisoquinoline-2(1H)-carboxylate

생성물 1

HCID 60064133HCID 60064133, 화합물

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To a solution of 7-hydroxy-1,2,3,4-tetrahydroisoquinoline-2-carboxylic acid benzyl ester (2.5 g) in dimethylformamide (25 ml) was added 60% sodium hydride (390 mg) with ice-cooling and under an argon atmosphere, and the mixture was stirred at the same temperature for 30 min. Then, chloromethyl methyl sulfide (0.96 ml) was added, and the mixture was stirred at room temperature for 12 hours. After completion of the reaction, water was added and the mixture was extracted with ethyl acetate and washed with water. The organic layer was dried over anhydrous sodium sulfate and the solvent was evaporated. The obtained oil was purified by silica gel column chromatography (hexane:ethyl acetate=8:1) and dried under reduced pressure to give the title compound (2.7 g).

후처리

  1. temperaturecooling and under an argon atmosphere
  2. stirringthe mixture was stirred at room temperature for 12 hours
  3. additionwas added
  4. extractionthe mixture was extracted with ethyl acetate
  5. washwashed with water
  6. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  7. customthe solvent was evaporated
  8. customThe obtained oil was purified by silica gel column chromatography (hexane:ethyl acetate=8:1)
  9. customdried under reduced pressure

출처 및 근거

ORD 기록
ord-129f941f09794045b214a68317f1efab
출처 데이터셋
uspto-grants-2003_05
특허 번호
US06562828B1

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