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

HRID 1032609ノート

反応式

HRID 1032609 の反応式
[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

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-d9e5289aa78a4c71a4e06a368375033c
出典データセット
uspto-grants-1990_09
特許番号
US04959092

反応ノート

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