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Methanol → HCID 67304384、化合物

HRID 1009734
ノート
印刷プレビュー

反応式

HRID 1009734 の反応式
[F:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[CH:12]=[C:11]([C:13](O)=[O:14])[N:10]=[CH:9]2)=[CH:4][CH:3]=1.O1CCCC1.B.CO>C1COCC1>[F:1][C:2]1[CH:3]=[CH:4][C:5]([N:8]2[CH:12]=[C:11]([CH2:13][OH:14])[N:10]=[CH:9]2)=[CH:6][CH:7]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 887MethanolHCID 2723981Borane;tetrahydrofuranHCID 173900481-(4-Fluorophenyl)-1H-imidazole-4-carboxylic acid

生成物 1

HCID 67304384HCID 67304384、化合物

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

1-(4-Fluoro-phenyl)-1H-imidazole-4-carboxylic acid (18 g, 87 mmol) was dissolved in 90 mL dry THF. Borane tetrahydrofuran complex (174 mL, 1M in THF, 174 mmol) was added dropwise. The reaction was refluxed for 2 h and stirred at room temperature overnight. The reaction mixture was cooled to 0° C. and 100 mL methanol were added dropwise. The solvents were evaporated. The residue was taken up in 100 mL 2N HCl and refluxed for 2 h. The reaction mixture was then cooled to 0° C. and 120 mL 2N sodium hydroxide solution were added dropwise. The solid material was filtered off and dried at 50° C. and 15 mbar. The desired compound was obtained as a white solid (13 g, 78%), MS: m/e=193.2 (M+H)+.

後処理

  1. temperatureThe reaction was refluxed for 2 h
  2. temperatureThe reaction mixture was cooled to 0° C.
  3. customThe solvents were evaporated
  4. temperaturerefluxed for 2 h
  5. temperatureThe reaction mixture was then cooled to 0° C.
  6. addition120 mL 2N sodium hydroxide solution were added dropwise
  7. filtrationThe solid material was filtered off
  8. customdried at 50° C.

出典と根拠

ORDレコード
ord-8d50136d1e8c4b729929df50aab34653
出典データセット
uspto-grants-2011_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07973165B2

反応ノート

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