Diethyl methylmalonate → Diethyl 4-methylhexylmethylmalonate

HRID 973380Notes

Reaction equation

HRID 973380 reaction equation
[H-].[Na+].[CH3:3][CH:4]([C:10]([O:12][CH2:13][CH3:14])=[O:11])[C:5]([O:7][CH2:8][CH3:9])=[O:6].Cl[CH2:16][CH2:17][CH2:18][CH:19]([CH3:22])[CH2:20][CH3:21]>CS(C)=O>[CH3:22][CH:19]([CH2:20][CH3:21])[CH2:18][CH2:17][CH2:16][C:4]([CH3:3])([C:5]([O:7][CH2:8][CH3:9])=[O:6])[C:10]([O:12][CH2:13][CH3:14])=[O:11]

Participants

5

Reactant 3

HCID 11857Diethyl methylmalonateHCID 24758Sodium hydrideHCID 131493171-Chloro-4-methylhexane

Product 1

HCID 54113602Diethyl 4-methylhexylmethylmalonateYield 95.5%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

First, 4 g (0.1 mol) of NaH as an oil was added to 100 mm of dried DMSO, forming a mixture. Into this mixture, 17.4 g (0.1 mol) of diethyl methylmalonate was dripped, while being stirred on an ice bath. Then, 13.4 g (0.1 mol) of 1-chloro-4-methylhexane was added to the resultant mixture and reacted with it at 70° C. for five hours. thereby obtaining 26 g of crude diethyl 4-methylhexylmethylmalonate (II). This reaction is described as follows: ##STR3##

Workup

  1. customforming a mixture
  2. customreacted with it at 70° C. for five hours

Sources & evidence

ORD record
ord-99aacf5dbd4145ac97de794ebe382d20
Source dataset
uspto-grants-1991_11
Patent number
US05063058

Reaction notes

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