Dimethylformamide → 1-[4-(2,3-Dihydro-2,2-dimethyl-7-benzofuranylmethyloxy)phenyl]-3,3-dimethylurea

HRID 1032608ノート

反応式

HRID 1032608 の反応式
[CH3:1][C:2]1([CH3:13])[CH2:6][C:5]2[CH:7]=[CH:8][CH:9]=[C:10]([CH2:11]Cl)[C:4]=2[O:3]1.[OH:14][C:15]1[CH:20]=[CH:19][C:18]([NH:21][C:22]([N:24]([CH3:26])[CH3:25])=[O:23])=[CH:17][CH:16]=1.CN(C)C=O.C(=O)([O-])[O-].[K+].[K+]>O>[CH3:1][C:2]1([CH3:13])[CH2:6][C:5]2[CH:7]=[CH:8][CH:9]=[C:10]([CH2:11][O:14][C:15]3[CH:16]=[CH:17][C:18]([NH:21][C:22]([N:24]([CH3:26])[CH3:25])=[O:23])=[CH:19][CH:20]=3)[C:4]=2[O:3]1

参加物

6

反応物 4

HCID 6228DimethylformamideHCID 11430Potassium CarbonateHCID 3014146Urea, N'-(4-hydroxyphenyl)-N,N-dimethyl-HCID 75374857-(Chloromethyl)-2,2-dimethyl-2,3-dihydro-1-benzofuran

生成物 1

HCID 144998711-[4-(2,3-Dihydro-2,2-dimethyl-7-benzofuranylmethyloxy)phenyl]-3,3-dimethylurea収率 77%

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
80 °C

実験手順

3.0 g of 2,3-dihydro-2,2-dimethyl-7-benzofuranylmethyl chloride and 3.0 g of 1-(4-hydroxyphenyl)-3,3-dimethylurea were dissolved into 20 ml of dried N,N-dimethylformamide, and 2.5 g of anhydrous potassium carbonate was added thereto. After the mixture was stirred at 80° C. for 4 hours, the reaction mixture 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 4.0 g of Compound No. 7 shown in Table 1.

後処理

  1. additionwas added
  2. extractionextracted with ethyl acetate
  3. washAfter the organic layer was washed with water, it
  4. dry with materialwas dried over anhydrous magnesium sulfate and ethyl acetate
  5. distillationwas distilled off

出典と根拠

ORDレコード
ord-7e4396c81b394f1b8e8329ab0af6ea13
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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