(3-Ethyl-5-methylisoxazol-4-yl)-carbamic acid 2-trimethylsilanylethyl ester → 3-Ethyl-5-methylisoxazol-4-amine

HRID 2186455노트

반응식

HRID 2186455 반응식
C[Si](C)(C)CCOC(=O)[NH:7][C:8]1[C:9]([CH2:14][CH3:15])=[N:10][O:11][C:12]=1[CH3:13]>[F-].C([N+](CCCC)(CCCC)CCCC)CCC.O1CCCC1>[CH2:14]([C:9]1[C:8]([NH2:7])=[C:12]([CH3:13])[O:11][N:10]=1)[CH3:15]

참가 물질

4

반응물 1

HCID 69838742(3-Ethyl-5-methylisoxazol-4-yl)-carbamic acid 2-trimethylsilanylethyl ester

생성물 1

HCID 224566683-Ethyl-5-methylisoxazol-4-amine수율 41.7%

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매HCID 2724141Tetrabutylammonium Fluoride용매

실험 절차

A solution of (3-ethyl-5-methylisoxazol-4-yl)-carbamic acid 2-trimethylsilanylethyl ester (1.8 g) in tetrabutylammonium fluoride (26.7 ml of a 1.0M solution in tetrahydrofuran) was heated at 50° C. for 30 mins. The solvent was removed in vacuo and the residue dissolved in ethyl acetate (150 ml), washed with sodium hydrogencarbonate solution (30 ml), washed with water (30 ml) and washed with brine (30 ml). The organic layer was separated, dried over magnesium sulphate, filtered and the solvent removed in vacuo. Purification by column chromatography on silica eluting with 50-100% ethyl acetate in hexane afforded the title compound as a yellow oil (0.35 g).

후처리

  1. customThe solvent was removed in vacuo
  2. dissolutionthe residue dissolved in ethyl acetate (150 ml)
  3. washwashed with sodium hydrogencarbonate solution (30 ml)
  4. washwashed with water (30 ml)
  5. washwashed with brine (30 ml)
  6. customThe organic layer was separated
  7. dry with materialdried over magnesium sulphate
  8. filtrationfiltered
  9. customthe solvent removed in vacuo
  10. customPurification by column chromatography on silica eluting with 50-100% ethyl acetate in hexane

출처 및 근거

ORD 기록
ord-450b773583c84748a6269b83136bb9e3
출처 데이터셋
uspto-grants-2002_06
특허 번호
US06403791B1

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