Tetrahydrofuran → 2-(benzyloxy)-4-(3,4-difluoro-1H-pyrrol-1-yl)aniline

HRID 1528057ノート

反応式

HRID 1528057 の反応式
C1COCC1.[CH2:6]([O:13][C:14]1[CH:15]=[C:16]([N:23]2[CH:27]=[C:26]([F:28])[C:25]([F:29])=[CH:24]2)[CH:17]=[CH:18][C:19]=1[N+:20]([O-])=O)[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1>[Zn].C(O)(=O)C>[CH2:6]([O:13][C:14]1[CH:15]=[C:16]([N:23]2[CH:27]=[C:26]([F:28])[C:25]([F:29])=[CH:24]2)[CH:17]=[CH:18][C:19]=1[NH2:20])[C:7]1[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=1

参加物

5

反応物 2

HCID 8028Tetrahydrofuran2 回HCID 712722201-[3-(benzyloxy)-4-nitrophenyl]-3,4-difluoro-1H-pyrrole

生成物 1

HCID 866865492-(benzyloxy)-4-(3,4-difluoro-1H-pyrrol-1-yl)aniline収率 97.2%

試薬・触媒・溶媒 2

HCID 23994Zinc触媒HCID 176Acetic Acid溶媒2 回

反応条件

温度
0 °C

実験手順

To a mixture of zinc (33.7 g), THF (40 mL) and acetic acid (80 mL) was added dropwise a mixture of 1-[3-(benzyloxy)-4-nitrophenyl]-3,4-difluoro-1H-pyrrole (8.52 g), THF (80 mL) and acetic acid (40 mL) at 0° C., and the mixture was stirred at 0° C. for 15 min. The reaction mixture was filtered, and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (NH, hexane/ethyl acetate), and recrystallized from hexane/ethyl acetate to give the title compound (7.53 g).

後処理

  1. additionwas added dropwise
  2. filtrationThe reaction mixture was filtered
  3. concentrationthe filtrate was concentrated under reduced pressure
  4. customThe residue was purified by silica gel column chromatography (NH, hexane/ethyl acetate)
  5. customrecrystallized from hexane/ethyl acetate

出典と根拠

ORDレコード
ord-fd6d4008a0b54f8199876b4b1ae94bc0
出典データセット
uspto-grants-2015_07
特許番号
US09090586B2

反応ノート

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