Water → HCID 21316988, compound

HRID 263309Notes

Reaction equation

HRID 263309 reaction equation
[CH2:1](Cl)[CH:2]=[CH2:3].O.[C:6]([O:10][CH3:11])(=[O:9])[CH2:7]O.[Na].[OH-].[Na+].[CH3:15][O:16][CH2:17][CH2:18][OH:19]>>[CH3:15][O:16][CH2:17][CH2:11][O:10][C:6](=[O:9])/[CH:7]=[CH:2]/[CH3:3].[CH3:15][O:16][CH2:17][CH2:18][O:19][C:6](=[O:10])[CH2:7][CH:1]=[CH2:2]

Participants

7

Reactant 5

HCID 962WaterHCID 7850Allyl chlorideHCID 80192-Methoxyethanol2×HCID 14798Sodium HydroxideHCID 88699157HCID 88699157, compound

Product 2

HCID 21316988HCID 21316988, compoundYield 75%HCID 21316991HCID 21316991, compoundYield 16%

Procedure

76.5 g (1 mole) of allyl chloride is reacted as in Example 1, at 60° C., 1.8 atmospheres of CO pressure, and a pH of 10.2, in the presence of 5 ml of Ni(CO)4, but in 200 g of methyl glycol containing 0.16 wt.-% of H2O, with 1.1 moles of sodium methyl glycolate in a 28.5 wt.-% solution in methyl glycol containing 0.35 wt.-% of NaOH, over a period of 4 hours. At a Cl' transformation of 84.2%, 91 g of crotonic acid-2-methoxyethylester (yield 75%) and 19.5 g of vinyl acetic acid-2-methoxy-ethylester (yield 16%) are obtained by gas chromatography (Hewlett-Packard, DC 200 silicone oil column, length 4 m).

Sources & evidence

ORD record
ord-32aab4e032c8403fa5175452111d4211
Source dataset
uspto-grants-1979_05
Patent number
US04156785

Reaction notes

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