Methacryloyl chloride → (4-Nitrophenyl)methyl 2-methylprop-2-enoate

HRID 1789187Notes

Reaction equation

HRID 1789187 reaction equation
[C:1](Cl)(=[O:5])[C:2]([CH3:4])=[CH2:3].[N+:7]([C:10]1[CH:17]=[CH:16][C:13]([CH2:14][OH:15])=[CH:12][CH:11]=1)([O-:9])=[O:8]>C(N(CC)CC)C>[C:1]([O:15][CH2:14][C:13]1[CH:12]=[CH:11][C:10]([N+:7]([O-:9])=[O:8])=[CH:17][CH:16]=1)(=[O:5])[C:2]([CH3:4])=[CH2:3]

Participants

4

Reactant 2

HCID 13528Methacryloyl chlorideHCID 692754-Nitrobenzyl alcohol

Product 1

HCID 20188873(4-Nitrophenyl)methyl 2-methylprop-2-enoateYield 64.6%

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

From the reaction of 52.3 g (0.5 m) methacryloyl chloride and 76.6 g (0.5 m) of p-nitrobenzyl alcohol and 50.6 g triethylamine was isolated 71.5 g (64.5%) of p-nitrobenzyl methacrylate as pale-yellow crystals, mp--87°-88° C.

Sources & evidence

ORD record
ord-ff742a171fbc4d92acaa9b0b60acedc9
Source dataset
uspto-grants-1987_08
Patent number
US04687792

Reaction notes

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