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Ethanol → 2-Methyltetrahydrofuran

HRID 1183171
ノート
印刷プレビュー

反応式

HRID 1183171 の反応式
[NH2:1][C@H:2]([C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=1[CH3:13])[CH2:3][C:4]([OH:6])=[O:5].[CH2:14](O)[CH3:15].S(Cl)([Cl:19])=O>CC1CCCO1>[NH2:1][C@H:2]([C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=1[CH3:13])[CH2:3][C:4]([O:6][CH2:14][CH3:15])=[O:5].[ClH:19].[NH2:1][C@H:2]([C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=1[CH3:13])[CH2:3][C:4]([O:6][CH2:14][CH3:15])=[O:5].[CH3:12][CH:7]1[CH2:2][CH2:3][CH2:4][O:5]1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

7

反応物 3

HCID 702EthanolHCID 24386Thionyl ChlorideHCID 6934180(3S)-3-Amino-3-(2-methylphenyl)propanoic acid

生成物 3

HCID 73012-MethyltetrahydrofuranHCID 7046987HCID 7046987、化合物HCID 67362509HCID 67362509、化合物

試薬・触媒・溶媒 1

HCID 7301
2-Methyltetrahydrofuran
溶媒

反応条件

温度
80 °C

実験手順

(S)-3-Amino-3-(2-methyl-phenyl)propionic acid (10.0 g, 55.8 mmol) was suspended in 2-methyltetrahydrofuran (100 ml) and ethanol (25.7 g, 558 mmol) was added. The mixture was heated to 80° C. and thionyl chloride (6.64 g, 55.8 mmol) was added slowly. After 2 h at 80° C. the solvents were almost completely removed by distillation. After cooling the mixture was stirred at room temperature for 16 h. Then more solvent was removed under reduced pressure to give the title compound in the form of ethyl (S)-3-amino-3-(2-methyl-phenyl)-propionate hydrochloride together with some 2-methyltetrahydrofuran in quantitative yield.

後処理

  1. customAfter 2 h at 80° C. the solvents were almost completely removed by distillation
  2. temperatureAfter cooling the mixture
  3. customThen more solvent was removed under reduced pressure

出典と根拠

ORDレコード
ord-acf950f1273d4ad893301f22411be967
出典データセット
uspto-grants-2014_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08664257B2

反応ノート

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このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート