Aluminium lithium hydride → (4-Ethylthiazol-5-yl)methanol

HRID 630274ノート

反応式

HRID 630274 の反応式
[H-].[Al+3].[Li+].[H-].[H-].[H-].[CH2:7]([C:9]1[N:10]=[CH:11][S:12][C:13]=1[C:14](OCC)=[O:15])[CH3:8]>C1COCC1>[CH2:7]([C:9]1[N:10]=[CH:11][S:12][C:13]=1[CH2:14][OH:15])[CH3:8]

参加物

4

反応物 2

HCID 21226445Aluminium lithium hydrideHCID 53421078Ethyl 4-ethylthiazole-5-carboxylate

生成物 1

HCID 59589347(4-Ethylthiazol-5-yl)methanol収率 79.2%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

反応条件

温度
0 °C

実験手順

To a 0° C. mixture of lithium aluminum hydride (1.2 g, 31.2 mmol) in anhydrous THF (30 mL) was slowly added a solution of ethyl 4-ethyl-1,3-thiazole-5-carboxylate (3.19 g, 15.6 mmol) in anhydrous THF (40 mL). The reaction mixture was stirred at 0° C. for 1.5 hours. The reaction was quenched with 5 N NaOH. Water (100 mL) and EtOAc (100 mL) were added. The mixture was stirred for 30 minutes. The solid material was removed by filtration. The organic layer was recovered. The aqueous layer was extracted with EtOAc (1×100 mL). The combined organic extracts were dried over MgSO4, filtered, evaporated, and dried in vacuo, affording (4-ethyl-1,3-thiazol-5-yl)methanol (1.77 g, 79% yield). The product was used without further purification.

後処理

  1. customThe reaction was quenched with 5 N NaOH
  2. additionWater (100 mL) and EtOAc (100 mL) were added
  3. stirringThe mixture was stirred for 30 minutes
  4. customThe solid material was removed by filtration
  5. customThe organic layer was recovered
  6. extractionThe aqueous layer was extracted with EtOAc (1×100 mL)
  7. dry with materialThe combined organic extracts were dried over MgSO4
  8. filtrationfiltered
  9. customevaporated
  10. customdried in vacuo

出典と根拠

ORDレコード
ord-695e034253844857ad8ab447009e5f69
出典データセット
uspto-grants-2016_04
特許番号
US09315521B2

反応ノート

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