2-Amino-2-methyl-1-propanol → 2-{1-[4-(2-Chloro-ethyl)-phenyl]-1-methyl-ethyl}-4,4-dimethyl-4,5-dihydro-oxazole

HRID 472800노트

반응식

HRID 472800 반응식
C(O[C:4](=O)[C:5]([C:8]1[CH:13]=[CH:12][C:11]([CH2:14][CH2:15]O)=[CH:10][CH:9]=1)([CH3:7])[CH3:6])C.[NH2:18][C:19]([CH3:23])([CH3:22])[CH2:20][OH:21].CC(C)([O-])C.[K+].S(Cl)([Cl:32])=O.[OH-].[Na+]>C(#N)C.ClCCl>[Cl:32][CH2:15][CH2:14][C:11]1[CH:12]=[CH:13][C:8]([C:5]([C:7]2[O:21][CH2:20][C:19]([CH3:23])([CH3:22])[N:18]=2)([CH3:6])[CH3:4])=[CH:9][CH:10]=1

참가 물질

8

반응물 5

HCID 118072-Amino-2-methyl-1-propanolHCID 14798Sodium HydroxideHCID 24386Thionyl ChlorideHCID 23665647Potassium tert-butoxideHCID 66869809Ethyl 2-(4-(2-hydroxyethyl)phenyl)-2-methylpropanoate

생성물 1

HCID 668698762-{1-[4-(2-Chloro-ethyl)-phenyl]-1-methyl-ethyl}-4,4-dimethyl-4,5-dihydro-oxazole수율 80%

시약·촉매·용매 2

HCID 6342Acetonitrile용매HCID 6344Dichloromethane용매

실험 절차

In a reaction vessel, 2-[4-(2-hydroxy-ethyl)-phenyl]-2-methyl-propionic acid ethylester (25 g) prepared in the Example 4 and dichloromethane (200 mL) were introduced, and then 2-amino-2-methyl-1-propanol (10.6 mL) was introduced, and potassium t-butoxide (11.9 g) was slowly introduced. After the reaction was completed, distilled water (100 mL) was introduced to separate a layer, and the organic layer was condensed under reduced pressure. To the condensed organic layer, acetonitrile (150 mL) was added, and thionyl chloride (16 mL) was added dropwise, and then, the mixture was stirred to complete the reaction. After the reaction was completed, the mixture was cooled and sodium hydroxide solution was slowly added thereto to control pH from 5 to 7. Then, an organic solvent was removed by condensation, distilled water (150 mL) and dichloromethane (150 mL) were added thereto to separate layers. The separate organic layer was condensed under reduced pressure to obtain 2-{1-[4-(2-chloro-ethyl)-phenyl]-1-methyl-ethyl}-4,4-dimethyl-4,5-dihydro-oxazole (22.5 g, yield 80%).

후처리

  1. additionwere introduced
  2. distillationdistilled water (100 mL)
  3. additionwas introduced
  4. customto separate a layer
  5. customcondensed under reduced pressure
  6. customthe reaction
  7. temperaturethe mixture was cooled
  8. customThen, an organic solvent was removed by condensation
  9. distillationdistilled water (150 mL) and dichloromethane (150 mL)
  10. additionwere added
  11. customto separate layers
  12. customcondensed under reduced pressure

출처 및 근거

ORD 기록
ord-5ce93003dadf4f7baa158c977330ef7d
출처 데이터셋
uspto-grants-2014_01
특허 번호
US08633223B2

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