Hydrochloric Acid → HCID 19261396, compound

HRID 1004086Notes

Reaction equation

HRID 1004086 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][C:11]([CH2:19][C:20]2[CH:29]=[CH:28][C:27]3[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=3)[CH:21]=2)([C:14]([O:16][CH2:17][CH3:18])=[O:15])[CH2:10][CH2:9]1)=O)(C)(C)C.Cl>C(OCC)(=O)C>[CH:21]1[C:22]2[C:27](=[CH:26][CH:25]=[CH:24][CH:23]=2)[CH:28]=[CH:29][C:20]=1[CH2:19][C:11]1([C:14]([O:16][CH2:17][CH3:18])=[O:15])[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 19261395HCID 19261395, compound

Product 1

HCID 19261396HCID 19261396, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

The above ester was dissolved in ethyl acetate and the solution was treated with gaseous hydrogen chloride at 0° C. for 2 h. After standing overnight the solvent was evaporated in vacuo and the residue was treated with ammonium hydroxide and extracted with diethyl ether. The organic phase was dried (K2CO3) and the solvent was evaporated affording ethyl 4-(2-naphtylmethyl)-4-piperidinecarboxylate (3.2 g).

Workup

  1. customthe solvent was evaporated in vacuo
  2. additionthe residue was treated with ammonium hydroxide
  3. extractionextracted with diethyl ether
  4. dry with materialThe organic phase was dried (K2CO3)
  5. customthe solvent was evaporated

Sources & evidence

ORD record
ord-8938e6ee69a84d88a84ea2513a06d158
Source dataset
uspto-grants-2000_04
Patent number
US06048856

Reaction notes

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