Water → 2-[(2,3-Dihydro-1,4-benzodioxin-2-yl)methyl]-1-(phenylmethyl)-1H-imidazole

HRID 1447027ノート

反応式

HRID 1447027 の反応式
[H-].[Na+].[O:3]1[C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=2[O:6][CH2:5][CH:4]1[CH2:13][C:14]1[NH:15][CH:16]=[CH:17][N:18]=1.[CH2:19](Br)[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1.O>CN(C)C=O>[CH2:19]([N:18]1[CH:17]=[CH:16][N:15]=[C:14]1[CH2:13][CH:4]1[O:3][C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=2[O:6][CH2:5]1)[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1

参加物

6

反応物 4

HCID 962WaterHCID 7498Benzyl BromideHCID 24758Sodium hydrideHCID 127617562-(1,4-BENXODIOXAN-2YL)-METHYLENE-IMIDAZOLE

生成物 1

HCID 127617712-[(2,3-Dihydro-1,4-benzodioxin-2-yl)methyl]-1-(phenylmethyl)-1H-imidazole

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

Sodium hydride (3.0 g of 50% dispersion in oil) was added to a solution of 2-(1,4-benzodioxan-2-ylmethyl)-imidazole (5.2 g) in dimethylformamide (50 ml) and the resulting mixture was stirred for 30 minutes. The solution was cooled in an ice bath and benzyl bromide (3 ml) was added. After warming to room temperature the mixture was poured into water (250 ml) and extracted with ethyl acetate (3×100 ml). The ethyl acetate extracts were combined, washed with water (3×100 ml), dried over sodium sulfate, and evaporated. The residue was dissolved in methanolic hydrochloric acid and ether was added until an oil came out of solution. The oil was crystallized from isopropanol-ether to give the title compound (2.10 g) as a white powder, m.p. 105°-107° C.

後処理

  1. temperatureThe solution was cooled in an ice bath
  2. extractionextracted with ethyl acetate (3×100 ml)
  3. washwashed with water (3×100 ml)
  4. dry with materialdried over sodium sulfate
  5. customevaporated
  6. dissolutionThe residue was dissolved in methanolic hydrochloric acid
  7. additionether was added until an oil
  8. customThe oil was crystallized from isopropanol-ether

出典と根拠

ORDレコード
ord-b6c35d9a7c994870b9581c812edd5855
出典データセット
uspto-grants-1982_02
特許番号
US04315021

反応ノート

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