HCID 19009262, compound → HCID 19009249, compound

HRID 1742488Notes

Reaction equation

HRID 1742488 reaction equation
[C:1]([O:4][C:5]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[C:8]([O:15][C:16](=[O:18])[CH3:17])=[C:7]([Cl:19])[C:6]=1[O:20][C:21]1[CH:26]=[CH:25][C:24]([N+:27]([O-])=O)=[CH:23][CH:22]=1)(=[O:3])[CH3:2]>O1CCCC1.[Pd]>[C:1]([O:4][C:5]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[C:8]([O:15][C:16](=[O:18])[CH3:17])=[C:7]([Cl:19])[C:6]=1[O:20][C:21]1[CH:22]=[CH:23][C:24]([NH2:27])=[CH:25][CH:26]=1)(=[O:3])[CH3:2]

Participants

4

Reactant 1

HCID 19009262HCID 19009262, compound

Product 1

HCID 19009249HCID 19009249, compoundYield 105.2%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

Following a procedure similar to that described in Preparation 1(c), 8.5 g of the 1,4-diacetoxy-3-chloro-2-(4-nitrophenoxy) naphthalene [prepared as described in step (b) above] were hydrogenated under an atmosphere of hydrogen and in the presence of 1.7 g of 10% palladium-on-charcoal in 200 ml of tetrahydrofuran at room temperature for 5 hours, to give 8.3 g of 1,4-diacetoxy-2-(4-aminophenoxy)-3-chloronaphthalene as an oily substance.

Sources & evidence

ORD record
ord-e794ef454824447fb78848b835146984
Source dataset
uspto-grants-1994_08
Patent number
US05338855

Reaction notes

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