3,3-Dimethylbutane-1,2-diol → Ethyl 5-(4-(tert-butyl)-1,3-dioxolan-2-yl)-4-methylisoxazole-3-carboxylate

HRID 1478201

반응식

HRID 1478201 반응식
[CH:1]([C:3]1[O:7][N:6]=[C:5]([C:8]([O:10][CH2:11][CH3:12])=[O:9])[C:4]=1[CH3:13])=[O:2].[CH3:14][C:15]([CH3:21])([CH3:20])[CH:16](O)[CH2:17][OH:18]>C1(C)C=CC=CC=1>[C:15]([CH:16]1[CH2:17][O:18][CH:1]([C:3]2[O:7][N:6]=[C:5]([C:8]([O:10][CH2:11][CH3:12])=[O:9])[C:4]=2[CH3:13])[O:2]1)([CH3:21])([CH3:20])[CH3:14]

참가 물질

4

반응물 2

HCID 1010773,3-Dimethylbutane-1,2-diolHCID 118511140Ethyl 5-formyl-4-methylisoxazole-3-carboxylate2회

생성물 1

HCID 118511117Ethyl 5-(4-(tert-butyl)-1,3-dioxolan-2-yl)-4-methylisoxazole-3-carboxylate

시약·촉매·용매 1

HCID 1140Toluene용매

반응 조건

온도
110 °C

실험 절차

To a solution of ethyl 5-formyl-4-methylisoxazole-3-carboxylate (Intermediate C) (50 mg, 0.273 mmol) in toluene (0.5 mL) was added 3,3-dimethylbutane-1,2-diol (32.3 mg, 0.273 mmol) and the mixture was heated at 110° C. for 4.5 hours. The resulting mixture was partitioned between EtOAc and water and the organic layer was dried over MgSO4, filtered and the solvent removed under reduced pressure. The crude material was adsorbed onto silica and purification by chromatography eluting with 0-100% EtOAc in iso-hexane afforded the title compound;

후처리

  1. customThe resulting mixture was partitioned between EtOAc and water
  2. dry with materialthe organic layer was dried over MgSO4
  3. filtrationfiltered
  4. customthe solvent removed under reduced pressure
  5. customThe crude material was adsorbed onto silica and purification by chromatography
  6. washeluting with 0-100% EtOAc in iso-hexane

출처 및 근거

ORD 기록
ord-5b80751ffd1a4ad08adacccadddd3e24
출처 데이터셋
uspto-grants-2016_08
특허 번호
US09403810B2

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