Ammonium Chloride → 2-Cyclopentyl-2-hydroxy-4-methyl-4-phenylpentanoic Acid-ethyl Ester

HRID 1292974노트

반응식

HRID 1292974 반응식
[CH:1]1([Mg]Cl)[CH2:5][CH2:4][CH2:3][CH2:2]1.[CH2:8]([O:10][C:11](=[O:24])[C:12](=[O:23])[CH2:13][C:14]([CH3:22])([C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)[CH3:15])[CH3:9].[NH4+].[Cl-]>C1COCC1>[CH2:8]([O:10][C:11](=[O:24])[C:12]([CH:1]1[CH2:5][CH2:4][CH2:3][CH2:2]1)([OH:23])[CH2:13][C:14]([CH3:15])([C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)[CH3:22])[CH3:9]

참가 물질

5

반응물 3

HCID 25517Ammonium ChlorideHCID 113337794-Methyl-2-oxo-4-phenylpentanoic acid ethyl esterHCID 178478989HCID 178478989, 화합물

생성물 1

HCID 694206862-Cyclopentyl-2-hydroxy-4-methyl-4-phenylpentanoic Acid-ethyl Ester

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

2.13 ml of a 2 M ethereal cyclopentyl magnesium chloride solution is added in drops at −70° C. to a solution of 1.0 g of 4-methyl-4-phenyl-2-oxopentanoic acid-ethyl ester in 20 ml of THF. After 3 hours at −70° C., the batch is poured into cold, saturated NH4Cl solution and extracted with ethyl acetate. The extracts are dried (Na2SO4) and concentrated by evaporation. Column chromatography on silica gel with ethyl acetate-cyclohexane yields 320 mg of the product.

후처리

  1. extractionextracted with ethyl acetate
  2. dry with materialThe extracts are dried (Na2SO4)
  3. concentrationconcentrated by evaporation

출처 및 근거

ORD 기록
ord-9382b52579c244e18a8cd579d78d25a7
출처 데이터셋
uspto-grants-2007_07
특허 번호
US07238707B2

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