Acetic Acid → Diethyl propylmalonate

HRID 429868Notes

Reaction equation

HRID 429868 reaction equation
[CH2:1]([O:3][CH2:4][CH3:5])[CH3:2].CO[C:8]1[CH:15]=CC(C=O)=C[CH:9]=1.[CH2:16]([OH:18])[CH3:17].[OH:19]S(O)(=O)=O.[C:24](O)(=[O:26])C>>[CH2:9]([CH:2]([C:24]([O:18][CH2:16][CH3:17])=[O:26])[C:1]([O:3][CH2:4][CH3:5])=[O:19])[CH2:8][CH3:15]

Participants

6

Reactant 5

HCID 176Acetic AcidHCID 702EthanolHCID 1118Sulfuric AcidHCID 3283Diethyl EtherHCID 312444-Methoxybenzaldehyde

Product 1

HCID 16552Diethyl propylmalonate

Procedure

TLC analysis: Silica gel 60 F254 on aluminum sheet. Eluent is mixture from petroleum ether with diethyl ether (9:1 v/v). Chromatogram is sprinkled by indicator spray and then is charred at 150° C. Composition of indicator spray: 4-methoxybenzaldehyde (10 ml), ethanol (200 ml), 98% H2SO4 (10 ml) and glacial acetic acid (2 ml). One spot. Rf 0.54.

Workup

  1. customis charred at 150° C

Sources & evidence

ORD record
ord-f3b7e336d77444deb7985518fc20dcc5
Source dataset
uspto-grants-2001_11
Patent number
US06319952B1

Reaction notes

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