Hydrochloric Acid → HCID 69818122, compound

HRID 2414686Notes

Reaction equation

HRID 2414686 reaction equation
C(OC([N:8]1[CH2:15][CH:14]([C:16]([O:18][CH2:19][CH3:20])=[O:17])[CH2:13][CH:12]=[CH:11][CH2:10][CH2:9]1)=O)(C)(C)C.Cl>C(OCC)(=O)C>[NH:8]1[CH2:15][CH:14]([C:16]([O:18][CH2:19][CH3:20])=[O:17])[CH2:13][CH:12]=[CH:11][CH2:10][CH2:9]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 69818103HCID 69818103, compound

Product 1

HCID 69818122HCID 69818122, compoundYield 74.6%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent2×

Procedure

To a solution of ethyl N-(tert-butoxycarbonyl)-1,2,3,6,7,8-hexahydroazocine-7-carboxylate (167 mg, 0.59 mmol) in ethyl acetate (4 mL) was added 4N solution of HCl in ethyl acetate (2 mL). After the mixture was stirred for 3 hours, the solvent was evaporated in vacuo. The residue was dissolved in a mixture of water and ethyl acetate, then the mixture was adjusted to pH 9 with a saturated aqueous K2CO3 solution. The organic layer was separated and dried over Na2SO4, and evaporated in vacuo to give ethyl 1,2,3,6,7,8-hexahydroazocine-7-carboxylate (81 mg, 0.44 mmol, 74.6%) as a colourless oil.

Workup

  1. customthe solvent was evaporated in vacuo
  2. dissolutionThe residue was dissolved in a mixture of water and ethyl acetate
  3. customThe organic layer was separated
  4. dry with materialdried over Na2SO4
  5. customevaporated in vacuo

Sources & evidence

ORD record
ord-587d0e64744b443aa87a7dae4ae2a9dc
Source dataset
uspto-grants-2004_11
Patent number
US06812235B2

Reaction notes

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