Dimethylformamide → 5-Methoxy-3-methyl-1-(3-methyl-3-nitro-butyl)-1,3-dihydro-benzimidazol-2-one

HRID 33392ノート

反応式

HRID 33392 の反応式
[H-].[Na+].[CH3:3][O:4][C:5]1[CH:15]=[CH:14][C:8]2[N:9]([CH3:13])[C:10](=[O:12])[NH:11][C:7]=2[CH:6]=1.ICC[CH2:19][C:20]([CH3:25])([N+:22]([O-:24])=[O:23])[CH3:21].[CH3:26]N(C=O)C>O>[CH3:3][O:4][C:5]1[CH:15]=[CH:14][C:8]2[N:9]([CH2:13][CH2:19][C:20]([CH3:25])([N+:22]([O-:24])=[O:23])[CH3:21])[C:10](=[O:12])[N:11]([CH3:26])[C:7]=2[CH:6]=1

参加物

6

反応物 4

HCID 6228Dimethylformamide2 回HCID 24758Sodium hydrideHCID 99430631-Iodo-4-methyl-4-nitro-pentaneHCID 213212535-methoxy-1-methyl-1H-benzo[d]imidazol-2(3H)-one

生成物 1

HCID 671887485-Methoxy-3-methyl-1-(3-methyl-3-nitro-butyl)-1,3-dihydro-benzimidazol-2-one

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

1.1 g (28 mmol) 60% sodium hydride are added to 2.5 g (14 mmol) 5-methoxy-1-methyl-1,3-dihydro-benzimidazol-2-one in 30 mL DMF while being cooled with the ice bath. After 30 minutes a solution of 1-iodo-4-methyl-4-nitro-pentane in 20 mL DMF is piped in and the mixture is stirred overnight. It is diluted with water and extracted with ethyl acetate. The combined organic phases are washed with water, dried and evaporated down. The solid remaining is stirred with diethyl ether.

後処理

  1. extractionextracted with ethyl acetate
  2. washThe combined organic phases are washed with water
  3. customdried
  4. customevaporated down
  5. stirringThe solid remaining is stirred with diethyl ether

出典と根拠

ORDレコード
ord-d35fe270f68d4d36ba671ea26580a9ec
出典データセット
uspto-grants-2008_09
特許番号
US07429583B2

反応ノート

読み込み中…