Hydrochloric Acid → HCID 68592174, compound

HRID 1869816Notes

Reaction equation

HRID 1869816 reaction equation
O1CCOCC1.[ClH:7].C([NH:11][CH:12]([CH2:17][C:18]1[CH:27]=[CH:26][C:25]2[C:20](=[CH:21][CH:22]=[C:23]([C:28]3[C:33]([O:34][CH3:35])=[CH:32][CH:31]=[CH:30][C:29]=3[O:36][CH3:37])[CH:24]=2)[CH:19]=1)[C:13]([O:15]C)=[O:14])(=O)C>C(OCC)C>[ClH:7].[NH2:11][CH:12]([CH2:17][C:18]1[CH:27]=[CH:26][C:25]2[C:20](=[CH:21][CH:22]=[C:23]([C:28]3[C:29]([O:36][CH3:37])=[CH:30][CH:31]=[CH:32][C:33]=3[O:34][CH3:35])[CH:24]=2)[CH:19]=1)[C:13]([OH:15])=[O:14]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 11304346HCID 11304346, compound

Product 1

HCID 68592174HCID 68592174, compoundYield 81%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

To a solution of 1,4-dioxane (1 ml) are added successively 6 N HCl (3 ml) and methyl 2-(acetylamino)-3-[6-(2,6-dimethoxyphenyl)-2-naphthyl]propanoate 207 (0.135 g). The solution is stirred and heated at reflux for 4 hours, then cooled, and diethyl ether (5 ml) is added. The aqueous phase is extracted with diethyl ether (35 ml). The organic phase is concentrated under vacuum. The resulting residue is dried overnight under high pression to give 2-amino-3-[6-(2,6-dimethoxyphenyl)-2-naphthyl]propanoic acid hydrochloride 208.

Workup

  1. temperatureheated
  2. temperatureat reflux for 4 hours
  3. temperaturecooled
  4. extractionThe aqueous phase is extracted with diethyl ether (35 ml)
  5. concentrationThe organic phase is concentrated under vacuum
  6. customThe resulting residue is dried overnight under high pression

Sources & evidence

ORD record
ord-d66a16b16dc04f31b83fec1f6094969a
Source dataset
uspto-grants-2009_12
Patent number
US07638630B2

Reaction notes

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