Methanol → Sulindac

HRID 890830ノート

反応式

HRID 890830 の反応式
[F:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)/[C:7](=[CH:11]\[C:12]1[CH:17]=[CH:16][C:15]([S:18][CH3:19])=[CH:14][CH:13]=1)/[C:6]([CH3:20])=[C:5]2[CH2:21][C:22]([OH:24])=[O:23].C[OH:26]>>[F:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)/[C:7](=[CH:11]\[C:12]1[CH:17]=[CH:16][C:15]([S:18]([CH3:19])=[O:26])=[CH:14][CH:13]=1)/[C:6]([CH3:20])=[C:5]2[CH2:21][C:22]([OH:24])=[O:23]

参加物

3

反応物 2

HCID 887MethanolHCID 5352624Sulindac Sulfide

生成物 1

HCID 1548887Sulindac収率 87%

反応条件

温度
5 °C

実験手順

(Z)-5-fluoro-2-methyl-1-[[4-(methylthio)-phenyl]methylene]-1H-indene-3-acetic acid (5 g, 14.7 mmoles) is dissolved in methanol (40 ml). The solution is added with 5.4 g (14.26 mmoles) of 73% w/w ε-phthalimidoperhexanoic acid, keeping the temperature at about 20° C. After 18 h, the solution is concentrated to 15 ml and cooled to 5° C. The precipitate is filtered and dried. 4.6 g of (Z)-5-fluoro-2-methyl-1-[[4-(methylsulfinyl)-phenyl]methylene]-1H-indene-3-acetic acid (sulindac) is obtained.

後処理

  1. additionThe solution is added with 5.4 g (14.26 mmoles) of 73% w/w ε-phthalimidoperhexanoic acid
  2. customat about 20° C
  3. concentrationthe solution is concentrated to 15 ml
  4. filtrationThe precipitate is filtered
  5. customdried

出典と根拠

ORDレコード
ord-e424d69b24d84332b7f34289641ceabb
出典データセット
uspto-grants-2006_02
特許番号
US06998490B2

反応ノート

読み込み中…