Diethyl Ether → HCID 70589991, compound

HRID 1284352Notes

Reaction equation

HRID 1284352 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.C(OCC)C>Cl>[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 3283Diethyl EtherHCID 31260Isoamyl AlcoholHCID 529084(RS)-Naproxen methyl esterHCID 5360545Sodium

Product 1

HCID 70589991HCID 70589991, compound

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

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 IN 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-43f4bf7e51194ad5bd1e37ea0fca2bdb
Source dataset
uspto-grants-1976_08
Patent number
US03978116

Reaction notes

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