Hydrochloric Acid → HCID 68556345, compound

HRID 2370280Notes

Reaction equation

HRID 2370280 reaction equation
C(OC(=O)[NH:7][C:8]1([CH2:22][CH2:23][CH2:24][O:25][CH3:26])[CH2:13][CH2:12][CH:11]([O:14][Si](C(C)(C)C)(C)C)[CH2:10][CH2:9]1)(C)(C)C.FC(F)(F)C(O)=O.Cl>ClCCl>[NH2:7][C:8]1([CH2:22][CH2:23][CH2:24][O:25][CH3:26])[CH2:13][CH2:12][CH:11]([OH:14])[CH2:10][CH2:9]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 6422Trifluoroacetic acidHCID 68548643HCID 68548643, compound

Product 1

HCID 68556345HCID 68556345, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

200 mg of the crude [4-(tert-butyl-dimethyl-silanyloxy)-1-(3-methoxy-propyl)-cyclohexyl]-carbamic acid tert-butyl ester (33, step a) were dissolved in 10 mL of dichloromethane and treated with 370 μL of trifluoroacetic acid. After stirring at room temperature until complete conversion was achieved, 2M aqueous hydrochloric acid was added, the mixture stirred for further 60 min and the aqueous phase evaporated. The crude aminoalcohol was lyophilized from water and used crude as hydrochloride in the next reaction. Rt=0.18 min, 0.37 min (Method C). Detected mass: 188.3 (M+H+).

Workup

  1. stirringthe mixture stirred for further 60 min
  2. customthe aqueous phase evaporated
  3. customin the next reaction
  4. customRt=0.18 min, 0.37 min (Method C)

Sources & evidence

ORD record
ord-2309a68d2aad4703825902f2896b62db
Source dataset
uspto-grants-2014_04
Patent number
US08710077B2

Reaction notes

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