Morpholine → 4-Isopropenyl-1-methyl-2-morpholin-4-yl-cyclohexanol

HRID 2238623

反応式

HRID 2238623 の反応式
[CH3:1][C:2]([CH:4]1[CH2:9][CH:8]2[O:10][C:7]2([CH3:11])[CH2:6][CH2:5]1)=[CH2:3].[Cl-].[Li+].[NH:14]1[CH2:19][CH2:18][O:17][CH2:16][CH2:15]1>C(O)C>[C:2]([CH:4]1[CH2:5][CH2:6][C:7]([CH3:11])([OH:10])[CH:8]([N:14]2[CH2:19][CH2:18][O:17][CH2:16][CH2:15]2)[CH2:9]1)([CH3:1])=[CH2:3]

参加物

5

反応物 3

HCID 8083MorpholineHCID 91496Limonene oxideHCID 433294Lithium Chloride

生成物 1

HCID 226252054-Isopropenyl-1-methyl-2-morpholin-4-yl-cyclohexanol収率 49.5%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

(+)-Limonene oxide (13.2 g, 0.087 moles) was dissolved in ethanol (40 ml) and lithium chloride (5.9 g, 0.14 moles) was added with stirring. Morpholine (11.4 g, 0.13 moles) was added and the reaction mixture was heated at 60° for 48 hours. The solvent was evaporated under reduced pressure and the residue taken up in dichloromethane. Washed with water. Extracted into 2M hydrochloric acid and washed with dichloromethane. Basified to pH 10 by addition of 2M sodium hydroxide. Extracted with diethyl ether and washed with water. Dried over anhydrous magnesium sulphate and evaporated the solvent under reduced pressure to give the product as a yellow oil (10.3 g)

後処理

  1. temperaturethe reaction mixture was heated at 60° for 48 hours
  2. customThe solvent was evaporated under reduced pressure
  3. washWashed with water
  4. extractionExtracted into 2M hydrochloric acid
  5. washwashed with dichloromethane
  6. additionBasified to pH 10 by addition of 2M sodium hydroxide
  7. extractionExtracted with diethyl ether
  8. washwashed with water
  9. dry with materialDried over anhydrous magnesium sulphate
  10. customevaporated the solvent under reduced pressure

出典と根拠

ORDレコード
ord-67676341ca7b4f958a62e34f71a09993
出典データセット
uspto-grants-2010_05
特許番号
US07718830B2

関連ノート

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