Boron trifluoride etherate → 3,4-Difluorophenoxy-3-(4-benzyloxyphenyl)-2-methyl-propionic acid ethyl ester

HRID 348354노트

반응식

HRID 348354 반응식
[CH2:1]([O:3][C:4](=[O:32])[C:5]([O:23][C:24]1[CH:29]=[CH:28][C:27]([F:30])=[C:26]([F:31])[CH:25]=1)([CH3:22])[CH:6]([C:8]1[CH:13]=[CH:12][C:11]([O:14][CH2:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)=[CH:10][CH:9]=1)O)[CH3:2].B(F)(F)F.CCOCC.C([SiH](CC)CC)C.C([O-])([O-])=O.[Na+].[Na+]>C(Cl)Cl>[CH2:1]([O:3][C:4](=[O:32])[C:5]([O:23][C:24]1[CH:29]=[CH:28][C:27]([F:30])=[C:26]([F:31])[CH:25]=1)([CH3:22])[CH2:6][C:8]1[CH:9]=[CH:10][C:11]([O:14][CH2:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)=[CH:12][CH:13]=1)[CH3:2]

참가 물질

6

반응물 4

HCID 8000Boron trifluoride etherateHCID 10340Sodium CarbonateHCID 12052TriethylsilaneHCID 693540243-(4-Benzyloxyphenyl)-3-hydroxy-2-(3,4-difluoro-phenoxy)-2-methylpropionic acid ethyl ester

생성물 1

HCID 693538473,4-Difluorophenoxy-3-(4-benzyloxyphenyl)-2-methyl-propionic acid ethyl ester

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

3-(4-Benzyloxyphenyl)-3-hydroxy-2-(3,4-difluoro-phenoxy)-2-methylpropionic acid ethyl ester (9.5 mmol) in anhydrous CH2Cl2 (30 mL) was cooled to 0° C. and treated with BF3-Et2O (1.16 mL, 9.5 mmol) and triethylsilane (1.51 mL, 9.5 mmol). The mixture was stirred for 2 h and gradually warmed to ambient temperature. Saturated aqueous Na2CO3 (15 mL) was added and the mixture was stared vigorously. The solution was partitioned and the organic layer was washed twice with water and brine, dried over Na2SO4, and concentrated in vacuo to produce 3-(4-benzyloxyphenyl)-2-(3,4-difluorophenoxy)-2-methylpropionic acid ethyl ester as an oil.

후처리

  1. customThe solution was partitioned
  2. washthe organic layer was washed twice with water and brine
  3. dry with materialdried over Na2SO4
  4. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-da7f2d4129e144f28eae92b8d149cd41
출처 데이터셋
uspto-grants-2007_02
특허 번호
US07176224B2

반응 노트

불러오는 중…