Ethanolamine → 2-((3-Cyclohexylpropyl)amino)ethanol

HRID 1423296ノート

反応式

HRID 1423296 の反応式
[CH2:1]([CH2:3][NH2:4])[OH:2].[CH:5]1([CH2:11][CH2:12][CH:13]=O)[CH2:10][CH2:9][CH2:8][CH2:7][CH2:6]1.C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+]>C(Cl)Cl>[CH:5]1([CH2:11][CH2:12][CH2:13][NH:4][CH2:3][CH2:1][OH:2])[CH2:10][CH2:9][CH2:8][CH2:7][CH2:6]1

参加物

5

反応物 3

HCID 700EthanolamineHCID 78070CyclohexanepropionaldehydeHCID 5049666Sodium triacetoxyborohydride

生成物 1

HCID 5417632-((3-Cyclohexylpropyl)amino)ethanol

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

To a solution of ethanolamine (0.44 g, 7.1 mmol) in DCM (15 mL) at 0° C. was added a solution of 3-cyclohexylpropionaldehyde (1.0 g, 7.1 mmol) in DCM (10 mL) followed by sodium triacetoxyborohydride (1.67 g, 7.86 mmol). The resulting mixture was warmed to room temperature. After 2.5 hours the desired product was observed by mass spectrometric analysis. The reaction mixture was stirred overnight, then diluted with DCM (50 mL), washed with saturated sodium bicarbonate (2×50 mL), and brine (50 mL), dried over sodium sulfate, filtered, and concentrated to give a clear oil (1.0 g) which was used in the next step without further purification. ((m/z): [M+H]+ calcd for CHH23NO, 186.20; found, 186.0).

出典と根拠

ORDレコード
ord-0c20c019c60942a0947b63d870d19fc7
出典データセット
uspto-grants-2015_01
特許番号
US08927573B2

反応ノート

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