HCID 20329820, compound → HCID 20329813, compound

HRID 2058046Notes

Reaction equation

HRID 2058046 reaction equation
[N+:1]([C:4]1[CH:13]=[CH:12][CH:11]=[C:10]2[C:5]=1[CH2:6][CH2:7][CH2:8][CH:9]2[C:14]([O:16][C:17]1[CH:22]=[CH:21][C:20]([C:23]([O:25][CH2:26][CH3:27])=[O:24])=[CH:19][CH:18]=1)=[O:15])([O-])=O>C(OCC)(=O)C.[C].[Pd]>[NH2:1][C:4]1[CH:13]=[CH:12][CH:11]=[C:10]2[C:5]=1[CH2:6][CH2:7][CH2:8][CH:9]2[C:14]([O:16][C:17]1[CH:18]=[CH:19][C:20]([C:23]([O:25][CH2:26][CH3:27])=[O:24])=[CH:21][CH:22]=1)=[O:15]

Participants

4

Reactant 1

HCID 20329820HCID 20329820, compound

Product 1

HCID 20329813HCID 20329813, compound

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 8857Ethyl AcetateSolvent

Procedure

A 5.2-g portion of the p-ethoxycarbonylphenyl 5-nitro-1,2,3,4-tetrahydro-1-naphthoate obtained above was catalytically reduced with 5% palladium-carbon in ethyl acetate. After removal of the catalyst by filtration, the ethyl acetate was removed by distillation to obtain p-ethoxycarbonylphenyl 5-amino-1,2,3,4-tetrahydro-1-naphthoate which was dissolved in diethyl ether and dry gaseous hydrogen chloride was introduced thereinto to obtain 4.5 g of p-ethoxycarbonylphenyl 5-amino-1,2,3,4-tetrahydro-1-naphthoate hydrochloride, m.p. 218°-219° C.

Workup

  1. customAfter removal of the catalyst
  2. filtrationby filtration
  3. customthe ethyl acetate was removed by distillation

Sources & evidence

ORD record
ord-48a70704c43f42798cfd794a1d4597aa
Source dataset
uspto-grants-1980_07
Patent number
US04214093

Reaction notes

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