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

HRID 1478201

反応式

HRID 1478201 の反応式
[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]

参加物

4

反応物 2

HCID 1010773,3-Dimethylbutane-1,2-diolHCID 118511140Ethyl 5-formyl-4-methylisoxazole-3-carboxylate2 回

生成物 1

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

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

反応条件

温度
110 °C

実験手順

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;

後処理

  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

出典と根拠

ORDレコード
ord-5b80751ffd1a4ad08adacccadddd3e24
出典データセット
uspto-grants-2016_08
特許番号
US09403810B2

関連ノート

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