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

HRID 1500625ノート

反応式

HRID 1500625 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 C11H23NO, 186.20. found, 186.0).

出典と根拠

ORDレコード
ord-62f04b76681c41d7b427293b313b808e
出典データセット
uspto-grants-2015_12
特許番号
US09206172B2

反応ノート

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