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

HRID 2186455ノート

反応式

HRID 2186455 の反応式
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]

参加物

4

反応物 1

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

生成物 1

HCID 224566683-Ethyl-5-methylisoxazol-4-amine収率 41.7%

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒HCID 2724141Tetrabutylammonium Fluoride溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-450b773583c84748a6269b83136bb9e3
出典データセット
uspto-grants-2002_06
特許番号
US06403791B1

反応ノート

読み込み中…