Sodium Hydroxide → (Azepan-4-yl)methanol

HRID 1620560ノート

反応式

HRID 1620560 の反応式
O=[C:2]1[NH:8][CH2:7][CH2:6][CH:5]([C:9]([O-])=[O:10])[CH2:4][CH2:3]1.[H-].[Al+3].[Li+].[H-].[H-].[H-].[OH-].[Na+]>C1COCC1.O>[NH:8]1[CH2:2][CH2:3][CH2:4][CH:5]([CH2:9][OH:10])[CH2:6][CH2:7]1

参加物

6

反応物 3

HCID 14798Sodium HydroxideHCID 21226445Aluminium lithium hydrideHCID 866787397-Oxoazepane-4-carboxylate

生成物 1

HCID 22594076(Azepan-4-yl)methanol収率 84.4%

試薬・触媒・溶媒 2

HCID 962Water溶媒2 回HCID 8028Tetrahydrofuran溶媒3 回

反応条件

温度
60 °C

実験手順

A solution of the obtained 7-oxoazepane-4-carboxylate (2.02 g) in THF (29 mL) was added dropwise to a suspension of lithium aluminum hydride (2.07 g) in THF (80 mL) under ice-cooling. The reaction mixture was stirred at room temperature for 3 hr and at 60° C. overnight. The reaction mixture was ice-cooled, diluted with THF (200 mL), and water (2.02 mL) was slowly added dropwise. Furthermore, 15% aqueous sodium hydroxide solution (2.02 mL) was added dropwise, then water (4.04 mL) was added, and the mixture was stirred at room temperature for 3 hr. The solid was separated by filtration, and the filtrate was concentrated under reduced pressure to give the title compound (1.41 g).

後処理

  1. temperaturecooling
  2. temperaturecooled
  3. additionwas slowly added dropwise
  4. stirringthe mixture was stirred at room temperature for 3 hr
  5. customThe solid was separated by filtration
  6. concentrationthe filtrate was concentrated under reduced pressure

出典と根拠

ORDレコード
ord-956f31ec38a747649b20433590197912
出典データセット
uspto-grants-2014_07
特許番号
US08772277B2

反応ノート

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