Neopentyl glycol diacrylate → 3-{4-Acetyl-4-[2-(ethoxycarbonyl)ethyl]-5-oxohexanoyloxy}-2,2-dimethylpropyl ethyl 4,4-diacetylheptane-1,7-dioate

HRID 1375116Notes

Reaction equation

HRID 1375116 reaction equation
[CH2:1]([O:3][C:4](=[O:14])[CH2:5][CH2:6][CH:7]([C:11](=[O:13])[CH3:12])[C:8](=[O:10])[CH3:9])[CH3:2].[C:15]([O:19][CH2:20][C:21]([CH3:29])([CH2:23][O:24][C:25](=[O:28])[CH:26]=[CH2:27])[CH3:22])(=[O:18])[CH:16]=[CH2:17]>N12CCCN=C1CCCCC2>[C:8]([C:7]([C:11](=[O:13])[CH3:12])([CH2:6][CH2:5][C:4]([O:3][CH2:1][CH3:2])=[O:14])[CH2:17][CH2:16][C:15]([O:19][CH2:20][C:21]([CH3:29])([CH3:22])[CH2:23][O:24][C:25](=[O:28])[CH2:26][CH2:27][C:7]([C:8](=[O:10])[CH3:9])([CH2:6][CH2:5][C:4]([O:3][CH2:1][CH3:2])=[O:14])[C:11](=[O:13])[CH3:12])=[O:18])(=[O:10])[CH3:9]

Participants

4

Reactant 2

HCID 16680Neopentyl glycol diacrylateHCID 2733934Hexanoic acid, 4-acetyl-5-oxo-, ethyl ester

Product 1

HCID 210794313-{4-Acetyl-4-[2-(ethoxycarbonyl)ethyl]-5-oxohexanoyloxy}-2,2-dimethylpropyl ethyl 4,4-diacetylheptane-1,7-dioate

Reagents, catalysts & solvents 1

HCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneCatalyst

Procedure

5.0 g of 4-acetyl-5-oxohexanoic acid ethyl ester and five drops 1,8-diazabicyclo-[5.4.0]-undec-7-ene were mixed and 2.6 g of neopentyl glycol diacrylate was added dropwise. The mixture was stirred for three hours to yield a highly viscous colorless oil. Gel permeation chromatography showed a main peak at 690 g/mol, nuclear magnetic resonance spectra and infrared spectrum are according to the expected structure.

Workup

  1. customto yield a highly viscous colorless oil

Sources & evidence

ORD record
ord-e8e1ab0755f243b6a0267621f733439e
Source dataset
uspto-grants-2007_01
Patent number
US07166648B2

Reaction notes

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