Propanoic acid, 2-bromo-2-methyl-, ethyl ester → HCID 68130215, compound

HRID 917871Notes

Reaction equation

HRID 917871 reaction equation
[Na].[CH2:2]([O:4][C:5]([C:7]1[CH:12]([C:13]2[CH:18]=[CH:17][C:16]([OH:19])=[CH:15][CH:14]=2)[C:11]([C:20]([O:22][CH2:23][CH3:24])=[O:21])=[C:10]([CH3:25])[NH:9][C:8]=1[CH3:26])=[O:6])[CH3:3].[CH2:27]([O:29][C:30](=[O:35])[C:31](Br)([CH3:33])[CH3:32])[CH3:28]>O>[CH2:2]([O:4][C:5]([C:7]1[CH:12]([C:13]2[CH:14]=[CH:15][C:16]([O:19][C:31]([C:30]([O:29][CH2:27][CH3:28])=[O:35])([CH3:33])[CH3:32])=[CH:17][CH:18]=2)[C:11]([C:20]([O:22][CH2:23][CH3:24])=[O:21])=[C:10]([CH3:25])[NH:9][C:8]=1[CH3:26])=[O:6])[CH3:3]

Participants

5

Reactant 3

HCID 11745Propanoic acid, 2-bromo-2-methyl-, ethyl esterHCID 6199633,5-Diethyl 1,4-dihydro-4-(4-hydroxyphenyl)-2,6-dimethyl-3,5-pyridinedicarboxylateHCID 5360545Sodium

Product 1

HCID 68130215HCID 68130215, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of 2.3 g of sodium in 120 ml of alcohol is treated with 34.5 g of 2,6-dimethyl-4-(4-hydroxyphenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid diethyl ester and with 21.5 g of α-bromo-isobutyric acid ethyl ester added from a dropping funnel. The mixture is boiled overnight, added to water and extracted with ether. White crystals of melting point 215°C (benzene) are obtained from the evaporation residue.

Workup

  1. additionadded from a dropping funnel
  2. extractionextracted with ether
  3. customWhite crystals of melting point 215°C (benzene) are obtained from the evaporation residue

Sources & evidence

ORD record
ord-364175ac160a4607bf6e99f8e25d6c29
Source dataset
uspto-grants-1976_07
Patent number
US03968117

Reaction notes

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