6-Methoxy-1,2,3,4-tetrahydronaphthalen-2-one → 6-Methoxynaphthyl-alpha-methylacetic acid

HRID 1284367Notes

Reaction equation

HRID 1284367 reaction equation
COC1C=C2C(=CC=1)CC(=O)CC2.C1([PH2](C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[CH3:33][O:34][C:35]1[CH:36]=[C:37]2[C:42](=[CH:43][CH:44]=1)[C:41]([CH:45]([CH3:51])[C:46]([O:48]CC)=[O:47])=[CH:40][CH:39]=[CH:38]2>>[CH3:33][O:34][C:35]1[CH:36]=[C:37]2[C:42](=[CH:43][CH:44]=1)[C:41]([CH:45]([CH3:51])[C:46]([OH:48])=[O:47])=[CH:40][CH:39]=[CH:38]2

Participants

4

Reactant 3

HCID 755826-Methoxy-1,2,3,4-tetrahydronaphthalen-2-oneHCID 10422645Ethyl 6-methoxynaphthyl-alpha-methylacetateHCID 178420551HCID 178420551, compound

Product 1

HCID 903236-Methoxynaphthyl-alpha-methylacetic acid

Procedure

Thus, for example, by reacting 6-methoxy-2-tetralone with the triphenylphosphorane derived from ethyl 2-halopropionate, 2,2-(1'-carbethoxyeth-1',1'-ylidene)-6-methoxytetralin is prepared. Dehydrogenation thereof provides ethyl 6-methoxynaphthyl-α-methylacetate which upon hydrolysis affords 6-methoxynaphthyl-α-methylacetic acid.

Workup

  1. customis prepared

Sources & evidence

ORD record
ord-e350e6d2720d4cb697435527fc068725
Source dataset
uspto-grants-1976_08
Patent number
US03978124

Reaction notes

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