1-(2-Methoxymethoxyphenyl)-1-(4-hydroxy-3-methoxy-2-methoxymethoxyphenyl)-cyclopropane → 1-(2-Methoxymethoxyphenyl)-1-(3,4-dimethoxy-2-methoxymethoxyphenyl)cyclopropane

HRID 359201Notes

Reaction equation

HRID 359201 reaction equation
[C:1]1(SC[Li])C=CC=CC=1.[CH3:10][O:11][CH2:12][O:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[C:20]1([C:23]2[CH:28]=[CH:27][C:26]([OH:29])=[C:25]([O:30][CH3:31])[C:24]=2[O:32][CH2:33][O:34][CH3:35])[CH2:22][CH2:21]1>>[CH3:10][O:11][CH2:12][O:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[C:20]1([C:23]2[CH:28]=[CH:27][C:26]([O:29][CH3:1])=[C:25]([O:30][CH3:31])[C:24]=2[O:32][CH2:33][O:34][CH3:35])[CH2:21][CH2:22]1

Participants

3

Reactant 2

HCID 198126871-(2-Methoxymethoxyphenyl)-1-(4-hydroxy-3-methoxy-2-methoxymethoxyphenyl)-cyclopropaneHCID 178506884HCID 178506884, compound

Product 1

HCID 198126851-(2-Methoxymethoxyphenyl)-1-(3,4-dimethoxy-2-methoxymethoxyphenyl)cyclopropane

Procedure

When an initial charge of 3.3 moles of phenylthiomethyl lithium per mole of olefin was employed, the product was 1-(2-methoxymethoxyphenyl)-1-(4-hydroxy-3-methoxy-2-methoxymethoxyphenyl)-cyclopropane, an oil obtained in 33 percent yield and identified by proton NMR spectroscopy.

Workup

  1. customan oil obtained in 33 percent yield

Sources & evidence

ORD record
ord-a903dea9b14a47b4882bcea22bc27d55
Source dataset
uspto-grants-1991_03
Patent number
US04999448

Reaction notes

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