3-Bromobenzyl bromide → 1-[(3-bromophenyl)methyl]-1H-imidazole-5-propanol

HRID 973949

反応式

HRID 973949 の反応式
[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH2:8]Br)[CH:3]=1.CN(C)C([N:14]1[CH:18]=[C:17]([CH2:19][CH2:20][CH2:21][O:22][Si](C)(C)C)[N:16]=[CH:15]1)=O>C(#N)C>[Br:1][C:2]1[CH:3]=[C:4]([CH2:8][N:16]2[C:17]([CH2:19][CH2:20][CH2:21][OH:22])=[CH:18][N:14]=[CH:15]2)[CH:5]=[CH:6][CH:7]=1

参加物

4

反応物 2

HCID 699793-Bromobenzyl bromideHCID 112772221-Dimethylcarbamoyl-4-(3-trimethylsilyloxypropyl)imidazole

生成物 1

HCID 150356691-[(3-bromophenyl)methyl]-1H-imidazole-5-propanol収率 100%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

反応条件

温度
0 °C

実験手順

A solution of 250 parts of 1-bromo-3-bromomethylbenzene, 168.5 parts of N,N-dimethyl-4-[3-[(trimethylsilyl)oxy]propyl]-1H-imidazole-1-carboxamide and 869 parts of acetonitrile was refluxed for 18 hours. After cooling to 0° C., ammonia was bubbled through the reaction mixture for 5 min. The solvent was evaporated and the residue was stirred for 1 hour in 1700 ml of hydrochloric acid 1N. The mixture was extracted with ethyl acetate. The aqueous layer was basified with Na2CO3 (sat.) and reextracted with ethyl acetate (5×450 parts). The combined extracts were washed with water, dried, filtered and evaporated, yielding 210 parts (100%) of 1-[(3-bromophenyl)methyl]-1H-imidazole-5-propanol (interm. 1).

後処理

  1. customammonia was bubbled through the reaction mixture for 5 min
  2. customThe solvent was evaporated
  3. extractionThe mixture was extracted with ethyl acetate
  4. washThe combined extracts were washed with water
  5. customdried
  6. filtrationfiltered
  7. customevaporated

出典と根拠

ORDレコード
ord-94c0f80aa981442d9037134b965a85be
出典データセット
uspto-grants-1991_11
特許番号
US05066656

関連ノート

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