Hydrochloric Acid → HCID 70589991, compound

HRID 1706564Notes

Reaction equation

HRID 1706564 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 1 N 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-27799a8757aa40e09bbd305681c520ef
Source dataset
uspto-grants-1980_06
Patent number
US04207241

Reaction notes

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