Bromine → 4-(5-Bromo-2,3-dihydrobenzofuran-7-yl)-2-hydroxy-4-methyl-2-trifluoromethylpentanoic acid ethyl ester

HRID 2106036노트

반응식

HRID 2106036 반응식
[CH2:1]([O:3][C:4](=[O:24])[C:5]([OH:23])([C:19]([F:22])([F:21])[F:20])[CH2:6][C:7]([C:10]1[C:18]2[O:17][CH2:16][CH2:15][C:14]=2[CH:13]=[CH:12][CH:11]=1)([CH3:9])[CH3:8])[CH3:2].[Br:25]Br>C(O)(=O)C.C(=O)(O)[O-].[Na+]>[CH2:1]([O:3][C:4](=[O:24])[C:5]([OH:23])([C:19]([F:21])([F:22])[F:20])[CH2:6][C:7]([C:10]1[C:18]2[O:17][CH2:16][CH2:15][C:14]=2[CH:13]=[C:12]([Br:25])[CH:11]=1)([CH3:9])[CH3:8])[CH3:2]

참가 물질

5

반응물 2

HCID 24408Bromine2회HCID 469391194-(2,3-Dihydrobenzofuran-7-yl)-2-hydroxy-4-methyl-2-trifluoromethylpentanoic acid ethyl ester

생성물 1

HCID 589599534-(5-Bromo-2,3-dihydrobenzofuran-7-yl)-2-hydroxy-4-methyl-2-trifluoromethylpentanoic acid ethyl ester수율 95%

시약·촉매·용매 2

HCID 176Acetic Acid용매2회HCID 516892Sodium Bicarbonate용매

실험 절차

To a solution of 10 g (29 mmol) of 4-(2,3-dihydrobenzofuran-7-yl)-2-hydroxy-4-methyl-2-trifluoromethylpentanoic acid ethyl ester in 20 mL of acetic acid (HOAc) was added dropwise a solution of 1.55 mL (30 mmol) of bromine in 10 nL of HOAc. The reaction was monitored by proton NMR. An additional 0.5 mL of Br2 was added. The mixture was diluted with saturated aqueous sodium bicarbonate and extracted with diethyl ether. The organic layer was dried over magnesium sulfate and concentrated in vacuo to afford 11.7 g (95%) of 4-(5-bromo-2,3-dihydrobenzofuran-7-yl)-2-hydroxy-4-methyl-2-trifluoromethylpentanoic acid ethyl ester.

후처리

  1. extractionextracted with diethyl ether
  2. dry with materialThe organic layer was dried over magnesium sulfate
  3. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-9a3c088142434a30bdd0d3302ef5eb5b
출처 데이터셋
uspto-grants-2009_08
특허 번호
US07579469B2

반응 노트

불러오는 중…