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Hydrochloric Acid → 4-Allyl-4-amino-cyclohexanol

HRID 2370271
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HRID 2370271 반응식
[CH2:1]([C:4]1([NH2:18])[CH2:9][CH2:8][CH:7]([O:10][Si](C(C)(C)C)(C)C)[CH2:6][CH2:5]1)[CH:2]=[CH2:3].Cl>C(OCC)C>[CH2:1]([C:4]1([NH2:18])[CH2:9][CH2:8][CH:7]([OH:10])[CH2:6][CH2:5]1)[CH:2]=[CH2:3]
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참가 물질

4

반응물 2

HCID 313Hydrochloric AcidHCID 685474291-Allyl-4-(tert-butyl-dimethyl-silanyloxy)-cyclohexylamine

생성물 1

HCID 592260294-Allyl-4-amino-cyclohexanol

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

실험 절차

The crude 1-allyl-4-(tert-butyl-dimethyl-silanyloxy)-cyclohexylamine (16, step a) was dissolved in 100 mL of diethyl ether. Then, 100 mL of 1N aqueous HCl were added dropwise and the resultant biphasic mixture was stirred for 30 min. The layers were separated, the aqueous layer was washed with diethyl ether and the pH adjusted to pH8 by the addition of solid sodium hydroxide. The suspension was then extracted with a 3:1 mixture of dichloromethane and 2-propanol and the combined organic extracts were concentrated in vacuo to afford 0.54 g of the title compound as mixture of diastereomers (1.5:1). Rt=0.15 min, 0.27 min (Method C). Detected mass: 156.2 (M+H+).

후처리

  1. customThe layers were separated
  2. washthe aqueous layer was washed with diethyl ether
  3. additionthe pH adjusted to pH8 by the addition of solid sodium hydroxide
  4. extractionThe suspension was then extracted with a 3:1 mixture of dichloromethane and 2-propanol
  5. concentrationthe combined organic extracts were concentrated in vacuo

출처 및 근거

ORD 기록
ord-3fc7a854a3c94876bc4104bdec93a589
출처 데이터셋
uspto-grants-2014_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08710077B2

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