Methanol → Methyl 4-methoxyphenylacetate

HRID 1283193Notes

Reaction equation

HRID 1283193 reaction equation
[CH3:1][O:2][C:3]1[CH:10]=[CH:9][C:6]([CH2:7]Cl)=[CH:5][CH:4]=1.[CH3:11][O-:12].[Na+].[OH2:14].[O-]S(S([O-])=O)=O.[Na+].[Na+].[CH3:23]O>[Mn]>[CH3:11][O:12][C:23](=[O:14])[CH2:7][C:6]1[CH:9]=[CH:10][C:3]([O:2][CH3:1])=[CH:4][CH:5]=1

Participants

7

Reactant 5

HCID 887MethanolHCID 962WaterHCID 24489Sodium DithioniteHCID 699934-Methyloxybenzyl chlorideHCID 10942334Sodium Methoxide

Product 1

HCID 90266Methyl 4-methoxyphenylacetate

Reagents, catalysts & solvents 1

HCID 23930ManganeseCatalyst

Procedure

In the manner described in Example 1, 50 g of p-methoxybenzyl chloride was reacted with CO together with 115 g of a 24 wt-% solution of sodium methylate in methanol, 12 g CoCl2. 6 H2O , 6 g manganese and 1 g Na2S2O4. After distillation of the reaction mixture the following compounds could be identified by gas chromatography:p-methoxybenzyl chloride 10.00%p-methoxymethylbenzylether 69.50%-p-methoxyphenylaceticacid methyl ester 8.66%p-methoxyphenylaceticacid 5.54%

Workup

  1. distillationAfter distillation of the reaction mixture the following compounds

Sources & evidence

ORD record
ord-c69b7cf68e7f4423a3996962c4e62038
Source dataset
uspto-grants-1976_08
Patent number
US03974202

Reaction notes

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