Hydrochloric Acid → [5-(4-Fluorophenyl)-1,2,3-thiadiazol-4-yl]methanol

HRID 30627노트

반응식

HRID 30627 반응식
[H-].C([Al+]CC(C)C)C(C)C.[F:11][C:12]1[CH:17]=[CH:16][C:15]([C:18]2[S:22][N:21]=[N:20][C:19]=2[C:23](OC)=[O:24])=[CH:14][CH:13]=1.Cl>O1CCCC1>[F:11][C:12]1[CH:13]=[CH:14][C:15]([C:18]2[S:22][N:21]=[N:20][C:19]=2[CH2:23][OH:24])=[CH:16][CH:17]=1

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 21225700DiisobutylaluminumhydrideHCID 69207857Methyl 5-(4-fluorophenyl)-1,2,3-thiadiazole-4-carboxylate

생성물 1

HCID 69206022[5-(4-Fluorophenyl)-1,2,3-thiadiazol-4-yl]methanol수율 76.2%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

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온도
0 °C

실험 절차

Diisobutylaluminum hydride (1.5N toluene solution, 10 ml) was added to a solution of methyl 5-(4-fluorophenyl)-1,2,3-thiadiazole-4-carboxylate (1.19 g) in tetrahydrofuran (30 ml) at 0° C. and the mixture was stirred at 0° C. for 1 hr. The reaction mixture was poured into an aqueous dilute hydrochloric acid solution and extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate, and concentrated to give [5-(4-fluorophenyl)-1,2,3-thiadiazol-4-yl]methanol (0.80 g, yield 76%) as a yellow oil.

후처리

  1. extractionextracted with ethyl acetate
  2. washThe organic layer was washed with saturated brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. concentrationconcentrated

출처 및 근거

ORD 기록
ord-c2b1b18a4158432dbb85475ba25d74f1
출처 데이터셋
uspto-grants-2008_09
특허 번호
US07423159B2

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