Tetrahydrofuran → HCID 67046600、化合物

HRID 607514ノート

反応式

HRID 607514 の反応式
C1COCC1.[C:6]([C:10]1[C:15]([F:16])=[CH:14][C:13]([CH:17]2[CH2:19][CH:18]2[C:20]([O:22]CC)=[O:21])=[CH:12][C:11]=1[F:25])([CH3:9])([CH3:8])[CH3:7].[OH-].[Na+]>CO>[C:6]([C:10]1[C:11]([F:25])=[CH:12][C:13]([CH:17]2[CH2:19][CH:18]2[C:20]([OH:22])=[O:21])=[CH:14][C:15]=1[F:16])([CH3:9])([CH3:7])[CH3:8]

参加物

5

反応物 3

HCID 8028TetrahydrofuranHCID 14798Sodium HydroxideHCID 67046967HCID 67046967、化合物

生成物 1

HCID 67046600HCID 67046600、化合物収率 88.3%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

To a toluene (50 ml) solution of the compound of Example 38C (4.0 g, 20.4 mmol), Co(TPP) (411 mg, 0.61 mmol) and 1-methyl-1H-imidazole (5.0 g, 61.2 mmol), ethyl diazoacetate (3.5 g, 30.6 mmol) was added and the mixture was stirred for 5 minutes at room temperature followed by additional stirring for 2 hours at 80° C. Then, evaporation and purification by silica gel column chromatography, eluting with gradually from hexane to hexane/EtOAc (20:1), gave ethyl 2-(4-tert-butyl-3,5-difluorophenyl)cyclopropanecarboxylate (4.4 g, 76%, trans). To a THF (5 ml) solution of ethyl 2-(4-tert-butyl-3,5-difluorophenyl)cyclopropanecarboxylate (4.4 g, 15.5 mmol), 2M sodium hydroxide aqueous solution (30 ml) and MeOH (30 ml) were added and the mixture was stirred for 1 hour at room temperature. After the reaction was completed, the aqueous layer was extracted, and then acidified with 2M HCl aqueous solution and the whole was extracted with EtOAc, followed by evaporation, to give the title compound (3.48 g, 88%) as white solids.

後処理

  1. extractionthe aqueous layer was extracted
  2. extractionthe whole was extracted with EtOAc
  3. customfollowed by evaporation

出典と根拠

ORDレコード
ord-02f6c0cea8384f8ea96accab52ca5008
出典データセット
uspto-grants-2011_03
特許番号
US07915448B2

反応ノート

読み込み中…