Diazoethane → Ethyl 6-methoxymethyloxy-2-naphthyl-alpha-methylacetate

HRID 1284394Notes

Reaction equation

HRID 1284394 reaction equation
[CH3:1][O:2][CH2:3][O:4][C:5]1[CH:6]=[C:7]2[C:12](=[CH:13][CH:14]=1)[CH:11]=[C:10]([CH:15]([CH3:19])[C:16]([OH:18])=[O:17])[CH:9]=[CH:8]2.[N+](=[CH:22][CH3:23])=[N-]>C(OCC)C>[CH3:1][O:2][CH2:3][O:4][C:5]1[CH:6]=[C:7]2[C:12](=[CH:13][CH:14]=1)[CH:11]=[C:10]([CH:15]([CH3:19])[C:16]([O:18][CH2:22][CH3:23])=[O:17])[CH:9]=[CH:8]2

Participants

4

Reactant 2

HCID 70695DiazoethaneHCID 203350726-Methoxymethyloxy-2-naphthyl-alpha-methylacetic acid

Product 1

HCID 70589918Ethyl 6-methoxymethyloxy-2-naphthyl-alpha-methylacetate

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

To a solution of 26 g. of 6-methoxymethyloxy-2-naphthyl-α-methylacetic acid and 500 ml. of diethyl ether are slowly added a solution comprising of 5.6 g. of diazoethane and 50 ml. of diethyl ether. The reaction mixture is allowed to stand for 15 minutes and then is evaporated under reduced pressure to yield ethyl 6-methoxymethyloxy-2-naphthyl-α-methylacetate. By replacing diazoethane with diazopropane in the above process, propyl 6-methoxymethyloxy-2-naphthyl-α-methylacetate is obtained.

Workup

  1. customis evaporated under reduced pressure

Sources & evidence

ORD record
ord-7e0b5dcf8b3040e28e7059fbb7909605
Source dataset
uspto-grants-1976_08
Patent number
US03978124

Reaction notes

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