Dimethylformamide → 1-[4-[2-(2,3-Dihydro-2,2-dimethyl-7-benzofuranyl) ethyloxy]phenyl]-3-methoxy-3-methylurea

HRID 1032609노트

반응식

HRID 1032609 반응식
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]([N:11]([O:13][CH3:14])[CH3:12])=[O:10])=[CH:4][CH:3]=1.CN(C)C=O.[H-].[Na+].[CH3:22][C:23]1([CH3:35])[CH2:27][C:26]2[CH:28]=[CH:29][CH:30]=[C:31]([CH2:32][CH2:33]Cl)[C:25]=2[O:24]1>O>[CH3:22][C:23]1([CH3:35])[CH2:27][C:26]2[CH:28]=[CH:29][CH:30]=[C:31]([CH2:32][CH2:33][O:1][C:2]3[CH:7]=[CH:6][C:5]([NH:8][C:9]([N:11]([O:13][CH3:14])[CH3:12])=[O:10])=[CH:4][CH:3]=3)[C:25]=2[O:24]1

참가 물질

6

반응물 4

HCID 6228DimethylformamideHCID 24758Sodium hydrideHCID 13254818N'-(4-Hydroxyphenyl)-N-methoxy-N-methylureaHCID 149982742-(2,3-Dihydro-2,2-dimethyl-7-benzofuranyl)ethyl chloride

생성물 1

HCID 144998741-[4-[2-(2,3-Dihydro-2,2-dimethyl-7-benzofuranyl) ethyloxy]phenyl]-3-methoxy-3-methylurea수율 66.9%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

2.6 g of 1-(4-hydroxyphenyl)-3-methoxy-3-methylurea was dissolved into 20 ml of dried N,N-dimethylformamide, and 0.6 g of 60% sodium hydride was added thereto. After the mixture was stirred for 30 minutes, 1.7 g of 2-(2,3-dihydro-2,2-dimethyl-7-benzofuranyl)ethyl chloride was added dropwise thereto under cooling with ice. After the mixture was stirred at room temperature for 5 hours, it was poured into water and extracted with ethyl acetate. After the organic layer was washed with water, it was dried over anhydrous magnesium sulfate and ethyl acetate was distilled off. The residue was subjected to silica gel column chromatography using ethyl acetate/n-hexane (1/1) as a developer to obtain 2.0 g of Compound No. 10 shown in Table 1.

후처리

  1. additionwas added
  2. temperatureunder cooling with ice
  3. stirringAfter the mixture was stirred at room temperature for 5 hours
  4. extractionextracted with ethyl acetate
  5. washAfter the organic layer was washed with water, it
  6. dry with materialwas dried over anhydrous magnesium sulfate and ethyl acetate
  7. distillationwas distilled off

출처 및 근거

ORD 기록
ord-d9e5289aa78a4c71a4e06a368375033c
출처 데이터셋
uspto-grants-1990_09
특허 번호
US04959092

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