Hydrochloric Acid → HCID 70589991, compound

HRID 1973985Notes

Reaction equation

HRID 1973985 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-4201f1ae544e446ead8656e3b4a13f96
Source dataset
uspto-grants-1976_12
Patent number
US03998966

Reaction notes

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