Ammonium Chloride → Dimethyl 4,4'-[3-(hydroxymethyl)pentane-1,5-diyl]dibenzoate

HRID 1015930ノート

反応式

HRID 1015930 の反応式
[CH3:1][O:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([CH2:11][CH2:12][CH:13]([CH2:17][CH2:18][C:19]2[CH:24]=[CH:23][C:22]([C:25]([O:27][CH3:28])=[O:26])=[CH:21][CH:20]=2)[C:14](O)=[O:15])=[CH:7][CH:6]=1)=[O:4].[Cl-].[NH4+]>C1COCC1.O.C(OCC)(=O)C>[OH:15][CH2:14][CH:13]([CH2:12][CH2:11][C:8]1[CH:7]=[CH:6][C:5]([C:3]([O:2][CH3:1])=[O:4])=[CH:10][CH:9]=1)[CH2:17][CH2:18][C:19]1[CH:20]=[CH:21][C:22]([C:25]([O:27][CH3:28])=[O:26])=[CH:23][CH:24]=1

参加物

6

反応物 2

HCID 25517Ammonium ChlorideHCID 593974954-[4-(Methoxycarbonyl)phenyl]-2-{2-[4-(methoxycarbonyl)phenyl]ethyl}butanoic acid

生成物 1

HCID 59397501Dimethyl 4,4'-[3-(hydroxymethyl)pentane-1,5-diyl]dibenzoate

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
0 °C

実験手順

At −10° C., 54.1 ml (54.1 mmol) of a 1 M borane/THF complex solution are added dropwise to a solution of 10.4 g (27.1 mmol) of 4-[4-(methoxycarbonyl)phenyl]-2-{2-[4-(methoxy-carbonyl)phenyl]ethyl}butanoic acid in 260 ml of THF. The reaction mixture is then warmed to 0° C. and stirred at this temperature for 4 h. After the reaction has gone to completion, saturated ammonium chloride solution is added, the reaction mixture is diluted with water and ethyl acetate and the aqueous phase is extracted twice with ethyl acetate. The combined organic phases are dried over magnesium sulfate and freed from the solvent under reduced pressure. This gives 8.73 g (23.56 mmol, 87% of theory) of a colorless oil.

後処理

  1. additionis added
  2. extractionthe aqueous phase is extracted twice with ethyl acetate
  3. dry with materialThe combined organic phases are dried over magnesium sulfate

出典と根拠

ORDレコード
ord-d963318fabcb4bff9f06470bcfd8b932
出典データセット
uspto-grants-2011_07
特許番号
US07985876B2

反応ノート

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