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

HRID 1292974ノート

反応式

HRID 1292974 の反応式
[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]

参加物

5

反応物 3

HCID 25517Ammonium ChlorideHCID 113337794-Methyl-2-oxo-4-phenylpentanoic acid ethyl esterHCID 178478989HCID 178478989、化合物

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-9382b52579c244e18a8cd579d78d25a7
出典データセット
uspto-grants-2007_07
特許番号
US07238707B2

反応ノート

読み込み中…