2Z-Ethoxy-3-{7-[2-(5-methyl-2-phenyl-oxazol-4-yl)-ethoxy]-indan-4-yl}-acrylic acid ethyl ester → [Rac]-2-ethoxy-3-{7-[2-(5-methyl-2-phenyl-oxazol-4-yl)-ethoxy]-indan-4-yl}-propionic acid ethyl ester

HRID 479158ノート

反応式

HRID 479158 の反応式
[CH2:1]([O:3][C:4](=[O:34])/[C:5](/[O:31][CH2:32][CH3:33])=[CH:6]/[C:7]1[CH:15]=[CH:14][C:13]([O:16][CH2:17][CH2:18][C:19]2[N:20]=[C:21]([C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=3)[O:22][C:23]=2[CH3:24])=[C:12]2[C:8]=1[CH2:9][CH2:10][CH2:11]2)[CH3:2]>O1CCCC1.[Pd]>[CH2:1]([O:3][C:4](=[O:34])[CH:5]([O:31][CH2:32][CH3:33])[CH2:6][C:7]1[CH:15]=[CH:14][C:13]([O:16][CH2:17][CH2:18][C:19]2[N:20]=[C:21]([C:25]3[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=3)[O:22][C:23]=2[CH3:24])=[C:12]2[C:8]=1[CH2:9][CH2:10][CH2:11]2)[CH3:2]

参加物

4

反応物 1

HCID 695569192Z-Ethoxy-3-{7-[2-(5-methyl-2-phenyl-oxazol-4-yl)-ethoxy]-indan-4-yl}-acrylic acid ethyl ester

生成物 1

HCID 69557258[Rac]-2-ethoxy-3-{7-[2-(5-methyl-2-phenyl-oxazol-4-yl)-ethoxy]-indan-4-yl}-propionic acid ethyl ester

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 8028Tetrahydrofuran溶媒

実験手順

250 mg of Pd/C were added under argon to 850 mg of 2Z-ethoxy-3-{7-[2-(5-methyl-2-phenyl-oxazol-4-yl)-ethoxy]-indan-4-yl}-acrylic acid ethyl ester (1.84 mmol) dissolved in 10 ml of tetrahydrofuran. The atmosphere was then replaced with H2, and the suspension was rapidly stirred at room temperature under the atmosphere of H2 for four hours. Filtration over dicalite and evaporation of the solvents left 850 mg (99.6%) of [rac]-2-ethoxy-3-{7-[2-(5-methyl-2-phenyl-oxazol-4-yl)-ethoxy]-indan-4-yl}-propionic acid ethyl ester as brown oil.

後処理

  1. filtrationFiltration
  2. customover dicalite and evaporation of the solvents
  3. waitleft 850 mg (99.6%) of [rac]-2-ethoxy-3-{7-[2-(5-methyl-2-phenyl-oxazol-4-yl)-ethoxy]-indan-4-yl}-propionic acid ethyl ester as brown oil

出典と根拠

ORDレコード
ord-3115f26274274c838bc2874d65a84752
出典データセット
uspto-grants-2003_11
特許番号
US06642389B2

反応ノート

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