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

HRID 30627ノート

反応式

HRID 30627 の反応式
[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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
0 °C

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-c2b1b18a4158432dbb85475ba25d74f1
出典データセット
uspto-grants-2008_09
特許番号
US07423159B2

反応ノート

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