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

HRID 630036

반응식

HRID 630036 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-6e2bea65f21d4a01aeb166718abfe6f6
출처 데이터셋
uspto-grants-2016_04
특허 번호
US09315521B2

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