Water → 3,5-Dimethyl-4-(hydroxymethyl)isoxazole

HRID 576995

반응식

HRID 576995 반응식
[CH3:1][C:2]1[C:6]([CH:7]=[O:8])=[C:5]([CH3:9])[O:4][N:3]=1.[BH4-].[Na+].O>CO>[CH3:1][C:2]1[C:6]([CH2:7][OH:8])=[C:5]([CH3:9])[O:4][N:3]=1

참가 물질

5

반응물 3

HCID 962WaterHCID 2895763,5-Dimethyl-4-IsoxazolecarbaldehydeHCID 4311764Sodium borohydride

생성물 1

HCID 2895753,5-Dimethyl-4-(hydroxymethyl)isoxazole수율 79.1%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

To a 0° C. solution of 3,5-dimethyl-1,2-oxazole-4-carbaldehyde (1.0 g, 8.0 mmol) in anhydrous methanol (60 mL) was added sodium borohydride (450 mg, 12.0 mmol). The reaction mixture was stirred at room temperature overnight. Water (50 mL) was added and methanol was evaporated. The resultant mixture was extracted with EtOAc (1×50 mL) and CH2Cl2 (3×50 mL). The organic extracts were combined, dried over MgSO4, filtered, evaporated, and dried in vacuo, affording (3,5-dimethyl-1,2-oxazol-4-yl)methanol (805 mg, 79% yield). The product was used without further purification.

후처리

  1. custommethanol was evaporated
  2. extractionThe resultant mixture was extracted with EtOAc (1×50 mL) and CH2Cl2 (3×50 mL)
  3. dry with materialdried over MgSO4
  4. filtrationfiltered
  5. customevaporated
  6. customdried in vacuo

출처 및 근거

ORD 기록
ord-7db866878eec4e9da2e48c3f5a48bff0
출처 데이터셋
uspto-grants-2015_05
특허 번호
US09040538B2

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