Hydrochloric Acid → (RS)-(2,6-difluoro-4-trifluoromethanesulfonyloxy-phenyl)-ethoxy-acetic acid ethyl ester

HRID 1247373ノート

反応式

HRID 1247373 の反応式
[CH2:1]([O:3][C:4](=[O:18])[CH:5]([C:9]1[C:14]([F:15])=[CH:13][C:12]([OH:16])=[CH:11][C:10]=1[F:17])[O:6][CH2:7][CH3:8])[CH3:2].[O:19](S(C(F)(F)F)(=O)=O)[S:20]([C:23]([F:26])([F:25])[F:24])(=O)=[O:21].Cl>N1C=CC=CC=1>[CH2:1]([O:3][C:4](=[O:18])[CH:5]([C:9]1[C:14]([F:15])=[CH:13][C:12]([O:16][S:20]([C:23]([F:26])([F:25])[F:24])(=[O:21])=[O:19])=[CH:11][C:10]=1[F:17])[O:6][CH2:7][CH3:8])[CH3:2]

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 67749Trifluoromethanesulfonic anhydrideHCID 69290842(RS)-(2,6-difluoro-4-hydroxy-phenyl)-ethoxy-acetic acid ethyl ester

生成物 1

HCID 86593050(RS)-(2,6-difluoro-4-trifluoromethanesulfonyloxy-phenyl)-ethoxy-acetic acid ethyl ester収率 98%

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

反応条件

温度
0 °C

実験手順

A solution of (RS)-(2,6-difluoro-4-hydroxy-phenyl)-ethoxy-acetic acid ethyl ester (500 mg) in pyridine (5 ml) was placed under N2 and cooled to 0° C. Tf2O (813 mg) was added and the resulting solution was left to stir in the ice bath. After 18 h the reaction mixture was poured on a mixture of 50 ml 1 N HCl and ice. The product was extracted with AcOEt. The organic layer was washed with more 1 N HCl (50 ml), water (50 ml) and brine (30 ml). The aqueous layers were extracted with more AcOEt. After drying (MgSO4) the solvent was evaporated to obtain 738 mg (98%) of (RS)-(2,6-difluoro-4-trifluoromethanesulfonyloxy-phenyl)-ethoxy-acetic acid ethyl ester. Yellow oil. MS 393.4 ([M+H]+).

後処理

  1. waitthe resulting solution was left
  2. extractionThe product was extracted with AcOEt
  3. washThe organic layer was washed with more 1 N HCl (50 ml), water (50 ml) and brine (30 ml)
  4. extractionThe aqueous layers were extracted with more AcOEt
  5. dry with materialAfter drying (MgSO4) the solvent
  6. customwas evaporated

出典と根拠

ORDレコード
ord-4d14dee68f2349f289c201fd70f28d2e
出典データセット
uspto-grants-2006_10
特許番号
US07129238B2

反応ノート

読み込み中…