Diethyl Ether → (2R,3R)-2-(3-chlorophenyl)-3,5,5-trimethyl-2-morpholinol

HRID 890587

反応式

HRID 890587 の反応式
Cl.[Cl:2][C:3]1[CH:4]=[C:5]([C@@:9]2([OH:18])[O:14][CH2:13][C:12]([CH3:16])([CH3:15])[NH:11][C@@H:10]2[CH3:17])[CH:6]=[CH:7][CH:8]=1.C(OCC)C.[OH-].[Na+]>O>[Cl:2][C:3]1[CH:4]=[C:5]([C@@:9]2([OH:18])[O:14][CH2:13][C:12]([CH3:15])([CH3:16])[NH:11][C@@H:10]2[CH3:17])[CH:6]=[CH:7][CH:8]=1

参加物

5

反応物 3

HCID 3283Diethyl EtherHCID 14798Sodium HydroxideHCID 9943907Bupropion Morpholinol (2R,3R)-Isomer2 回

生成物 1

HCID 9943908(2R,3R)-2-(3-chlorophenyl)-3,5,5-trimethyl-2-morpholinol

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

(+/−)-(2R*,3R*)-2-(3-chlorophenyl)-3,5,5-trimethyl-2-morpholinol hydrochloride may be converted back to its free base by the following process. A 3.0 g sample of (+/−)-(2R*,3R*)-2-(3-chlorophenyl)-3,5,5-trimethyl-2-morpholinol hydrochloride was dissolved in water (100 mL) and diethyl ether was added (200 mL). The mixture was chilled in an ice bath and the pH was adjusted to >10 with 1.0N aqueous sodium hydroxide. After stirring for 30 min., the phases were separated and the aqueous phase was extracted with diethyl ether. The combined diethyl ether extracts were dried (Na2SO4) and concentrated in vacuo to give 2.6 g of (+/−)-(2R*,3R*)-2-(3-chlorophenyl)-3,5,5-trimethyl-2-morpholinol as a white solid. This was used without further purification for the chiral chromatography described below.

後処理

  1. temperatureThe mixture was chilled in an ice bath
  2. customthe phases were separated
  3. extractionthe aqueous phase was extracted with diethyl ether
  4. dry with materialThe combined diethyl ether extracts were dried (Na2SO4)
  5. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-e43afa0563794aef96bd00890f1acd8f
出典データセット
uspto-grants-2006_02
特許番号
US06998400B2

関連ノート

読み込み中…