Diethyl Ether → 3,5,5-Trimethyl-2-morpholinol

HRID 24275

반응식

HRID 24275 반응식
Cl.ClC1C=C([C@@:9]2([OH:18])[O:14][CH2:13][C:12]([CH3:16])([CH3:15])[NH:11][C@@H:10]2[CH3:17])C=CC=1.C(OCC)C.[OH-].[Na+]>O>[CH3:17][CH:10]1[CH:9]([OH:18])[O:14][CH2:13][C:12]([CH3:16])([CH3:15])[NH:11]1

참가 물질

5

반응물 3

HCID 3283Diethyl EtherHCID 14798Sodium HydroxideHCID 9943907Bupropion Morpholinol (2R,3R)-Isomer2회

생성물 1

HCID 691292623,5,5-Trimethyl-2-morpholinol

시약·촉매·용매 1

HCID 962Water용매

실험 절차

(+/−)-(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-chlophenyl)-3,5,5-trimethyl-2-morpholinol as a white solid. This was used without further purification for the chiral chromatography described below.

후처리

  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

출처 및 근거

ORD 기록
ord-9864244b21134496b31878344012b8f4
출처 데이터셋
uspto-grants-2005_02
특허 번호
US06855820B2

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