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Methanol → HCID 67304384, 화합물

HRID 1009734
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HRID 1009734 반응식
[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
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

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

생성물 1

HCID 67304384HCID 67304384, 화합물

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

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)+.

후처리

  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.

출처 및 근거

ORD 기록
ord-8d50136d1e8c4b729929df50aab34653
출처 데이터셋
uspto-grants-2011_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07973165B2

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