Chlorobutanol → Methacrylic Acid

HRID 591114

Reaction equation

HRID 591114 reaction equation
[Cl:1][C:2]([Cl:8])([Cl:7])[C:3]([CH3:6])([OH:5])[CH3:4].[Cl:9][C:10]([CH3:15])([CH3:14])[C:11]([OH:13])=[O:12]>>[C:11]([OH:13])(=[O:12])[C:10]([CH3:15])=[CH2:14].[C:11]([O:5][C:3]([CH3:6])([CH3:4])[C:2]([Cl:8])([Cl:7])[Cl:1])(=[O:12])[C:10]([CH3:15])=[CH2:14].[Cl:9][C:10]([CH3:15])([CH3:14])[C:11]([O:5][C:3]([CH3:6])([CH3:4])[C:2]([Cl:8])([Cl:7])[Cl:1])=[O:12]

Participants

5

Reactant 2

HCID 5977ChlorobutanolHCID 689872-Chloro-2-methylpropanoic acid

Product 3

HCID 4093Methacrylic AcidHCID 118163057(1,1,1-Trichloro-2-methyl-2-propyl) methacrylateHCID 118163068(1,1,1-Trichloro-2-methyl-2-propyl) 2-chloro-2-methylpropanoate

Procedure

As a result of the analysis, it was found out that, as mentioned below, the conversion of 1,1,1-trichloro-2-methyl-2-propanol was 85.4% and the yield of 2-chloro-2-methylpropanoic acid was 54.4%. As to other products, it was obtained methacrylic acid in a 2.3% yield, (1,1,1-trichloro-2-methyl-2-propyl) methacrylate in a 22.7% yield, and (1,1,1-trichloro-2-methyl-2-propyl) 2-chloro-2-methylpropanoate in a 7.8% yield.

Workup

  1. customAs a result of the analysis, it

Sources & evidence

ORD record
ord-409b90307c0b4fa182db49e42c31f816
Source dataset
uspto-grants-2016_01
Patent number
US09238612B2

Linked notes

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