Ammonium Chloride → Methyl 4-[5-[1-(2-ethoxy-2-oxoethyl)cyclopropyl]-3-(hydroxymethyl)pentyl]benzoate

HRID 1920577ノート

反応式

HRID 1920577 の反応式
[CH2:1]([O:3][C:4](=[O:27])[CH2:5][C:6]1([CH2:9][CH2:10][CH:11]([CH2:15][CH2:16][C:17]2[CH:22]=[CH:21][C:20]([C:23]([O:25][CH3:26])=[O:24])=[CH:19][CH:18]=2)[C:12](O)=[O:13])[CH2:8][CH2:7]1)[CH3:2].[Cl-].[NH4+]>C1COCC1>[CH2:1]([O:3][C:4](=[O:27])[CH2:5][C:6]1([CH2:9][CH2:10][CH:11]([CH2:12][OH:13])[CH2:15][CH2:16][C:17]2[CH:22]=[CH:21][C:20]([C:23]([O:25][CH3:26])=[O:24])=[CH:19][CH:18]=2)[CH2:8][CH2:7]1)[CH3:2]

参加物

4

反応物 2

HCID 25517Ammonium ChlorideHCID 579657474-[1-(2-Ethoxy-2-oxoethyl)cyclopropyl]-2-{2-[4-(methoxycarbonyl)phenyl]ethyl}butanoic acid

生成物 1

HCID 57965773Methyl 4-[5-[1-(2-ethoxy-2-oxoethyl)cyclopropyl]-3-(hydroxymethyl)pentyl]benzoate

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
0 °C

実験手順

At −10° C., 2.13 ml of a 1 M borane/THF complex solution (2.13 mmol) are added dropwise to a solution of 400 mg (1.06 mmol) of 4-[1-(2-ethoxy-2-oxoethyl)cyclopropyl]-2-{2-[4-(methoxy-carbonyl)phenyl]ethyl}butanoic acid in 10 ml of THF. After warming to 0° C., the mixture is stirred at this temperature for another 2 hours. After complete conversion, saturated ammonium chloride solution is added, and the reaction mixture is extracted three times with 20 ml of ethyl acetate. The combined organic phases are then dried over sodium sulfate, and the solvent is evaporated to dryness. This gives 330 mg (85% of theory) of a colorless oil.

後処理

  1. extractionthe reaction mixture is extracted three times with 20 ml of ethyl acetate
  2. dry with materialThe combined organic phases are then dried over sodium sulfate
  3. customthe solvent is evaporated to dryness

出典と根拠

ORDレコード
ord-998a24fdefdf4d98999051816ccc52d0
出典データセット
uspto-grants-2012_05
特許番号
US08168821B2

反応ノート

読み込み中…