Ethyl Acetate → 2-[(2-Hydroxy-1,1-dimethyl-ethyl)-(1-phenyl-ethoxy)-amino]-2-methyl-propan-1-ol

HRID 1593792노트

반응식

HRID 1593792 반응식
[H-].[H-].[H-].[H-].[Li+].[Al+3].[CH3:7][C:8]1([CH3:26])[C:13](=[O:14])[O:12][CH2:11][C:10]([CH3:16])([CH3:15])[N:9]1[O:17][CH:18]([C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)[CH3:19].[NH4+].[Cl-].CCOC(C)=O>C1COCC1.O>[OH:14][CH2:13][C:8]([N:9]([O:17][CH:18]([C:20]1[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=1)[CH3:19])[C:10]([CH3:15])([CH3:16])[CH2:11][OH:12])([CH3:7])[CH3:26]

참가 물질

7

반응물 4

HCID 8857Ethyl AcetateHCID 25517Ammonium ChlorideHCID 18552193HCID 18552193, 화합물HCID 21226445Aluminium lithium hydride

생성물 1

HCID 179680362-[(2-Hydroxy-1,1-dimethyl-ethyl)-(1-phenyl-ethoxy)-amino]-2-methyl-propan-1-ol수율 94%

시약·촉매·용매 2

HCID 962Water용매HCID 8028Tetrahydrofuran용매2회

실험 절차

To a suspension of 2.93 (75 mmol) LiAlH4 in THF (100 ml) is slowly added at 0-10° C. a solution of 13.9 g (50 mmol) of compound 101 in THF (50 ml). After complete addition, the suspension is heated to reflux and kept at this temperature for 5 h. The mixture is cooled in an ice-bath and saturated NH4Cl-solution (25 ml) is added carefully. EtOAc (500 ml) and water (100 ml) is added, the phases separated and the organic layer washed with water (100 ml) and brine (100 ml), dried over Na2SO4, filtered and concentrated under reduced pressure to yield 13.2 g (94%) of the title compound as a white solid.

후처리

  1. additionAfter complete addition
  2. temperaturethe suspension is heated
  3. temperatureto reflux
  4. temperatureThe mixture is cooled in an ice-bath
  5. customthe phases separated
  6. washthe organic layer washed with water (100 ml) and brine (100 ml)
  7. dry with materialdried over Na2SO4
  8. filtrationfiltered
  9. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-0eef3806830243cc8819ef5ee5b417dc
출처 데이터셋
uspto-grants-2007_11
특허 번호
US07297819B2

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