Hydrochloric Acid → (1R*,2R*,5R*)-8-Benzyl-1-phenyl-8-azabicyclo[3.2.1]octan-2-ol

HRID 2088128

반응식

HRID 2088128 반응식
[CH2:1]([N:8]1[C@@H:13]2[CH2:14][CH2:15][C@@:9]1([C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)[C@H:10]([O:16][Si](CC)(CC)CC)[CH2:11][CH2:12]2)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl>CO>[CH2:1]([N:8]1[C@@H:13]2[CH2:14][CH2:15][C@@:9]1([C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)[C@H:10]([OH:16])[CH2:11][CH2:12]2)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

참가 물질

4

반응물 2

HCID 313Hydrochloric AcidHCID 69889465(1R,2R,5R)-8-Benzyl-1-phenyl-2-triethylsilyloxy-8-azabicyclo[3.2.1]octane

생성물 1

HCID 69688994(1R*,2R*,5R*)-8-Benzyl-1-phenyl-8-azabicyclo[3.2.1]octan-2-ol수율 103.6%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

A mixture of (1R,2R,5R)-8-benzyl-1-phenyl-2-triethylsilyloxy-8-azabicyclo[3.2.1]octane (Description 52; 107 mg, 0.26 mmol), 2M hydrochloric acid (3 ml) and methanol (6 ml) was stirred at +55° C. for 15 minutes, then concentrated in vacuo and quenched with saturated aqueous NaHCO3. The mixture was extracted with dichloromethane. The combined organic extracts were dried (Na2SO4) and concentrated to give the title compound (79 mg, 96%).

후처리

  1. concentrationconcentrated in vacuo
  2. customquenched with saturated aqueous NaHCO3
  3. extractionThe mixture was extracted with dichloromethane
  4. dry with materialThe combined organic extracts were dried (Na2SO4)
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-5f68bde183be42919f6aa0c26159c787
출처 데이터셋
uspto-grants-2004_04
특허 번호
US06727249B2

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