Hydrochloric Acid → HCID 70589991, compound

HRID 2072569Notes

Reaction equation

HRID 2072569 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[CH:9]=[C:8]([CH:13]([CH3:18])[C:14]([O:16][CH3:17])=[O:15])[CH:7]=[CH:6]2.[Na].C(O)CC(C)C.Cl>C(OCC)C>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[CH:9]=[C:8]([CH:13]([CH3:18])[C:14]([O:16][CH3:17])=[O:15])[CH2:7][CH2:6]2

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 31260Isoamyl AlcoholHCID 529084(RS)-Naproxen methyl esterHCID 5360545Sodium

Product 1

HCID 70589991HCID 70589991, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A mixture of 24.4 g. of methyl 6-methoxy-2-naphthyl-α-methylacetate, 25 g. of sodium metal, and 500 ml. of anhydrous iso-amyl alcohol are refluxed for 18 hours. The cooled reaction mixture is acidified by the addition of aqueous 1N hydrochloric acid. The product is isolated by diethyl ether extraction to give methyl 6-methoxy-3,4-dihydro-2-naphthyl-α-methylacetate.

Workup

  1. additionA mixture of 24.4 g
  2. customThe cooled reaction mixture

Sources & evidence

ORD record
ord-c6dba634220544a0b232895fbddfa38f
Source dataset
uspto-grants-1977_09
Patent number
US04051233

Reaction notes

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