Dimethylformamide → Acrylic Acid

HRID 326508

Reaction equation

HRID 326508 reaction equation
Br[CH2:2]CCCCCCCCCCC[O:14]C1C=C[C:18]([C:19]([O:21]C2C=CC(OC(C)CC)=CC=2)=[O:20])=[CH:17]C=1.[CH3:35][N:36]([CH:38]=O)[CH3:37]>>[C:19]([OH:21])(=[O:20])[CH:18]=[CH2:17].[OH-:14].[CH3:35][N+:36]([CH3:38])([CH3:2])[CH3:37]

Participants

4

Reactant 2

HCID 6228DimethylformamideHCID 197340594-(1-Methylpropoxy)phenyl 4-(12-bromododecyloxy)benzoate

Product 2

HCID 6581Acrylic AcidHCID 60966Tetramethylammonium hydroxide

Procedure

A solution of 6 mmol (3.2 g) of the bromo compound obtained in (2), 10 mmol (0.72 g) of acrylic acid, and 10 mmol (1.8 g) of tetramethylammonium hydroxide (pentahydrate) in 30 ml of DMF was stirred for 10 hours at room temperature. To the resulting reaction solution was added water and then extracted with ether. The extract was concentrated, and the concentrate was purified by column chromatography to obtain 2.2 g of the objective monomer (3b). (Yield: 71%)

Sources & evidence

ORD record
ord-64dcca14c6b846159878a76c5190a56e
Source dataset
uspto-grants-1993_12
Patent number
US05269963

Linked notes

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