Ethyl 3-oxovalerate → Diethyl 2-Propionylazelate

HRID 329287

Reaction equation

HRID 329287 reaction equation
[C:1]([CH2:5][C:6]([O:8][CH2:9][CH3:10])=[O:7])(=[O:4])[CH2:2][CH3:3].[CH2:11]([O:13][C:14]([CH:16](C(=O)C)[CH2:17][C:18]#[C:19][CH2:20][CH2:21]CC(OC)=O)=[O:15])[CH3:12].BrCCCCCCC(OCC)=O>>[C:1]([CH:5]([CH2:21][CH2:20][CH2:19][CH2:18][CH2:17][CH2:16][C:14]([O:13][CH2:11][CH3:12])=[O:15])[C:6]([O:8][CH2:9][CH3:10])=[O:7])(=[O:4])[CH2:2][CH3:3]

Participants

4

Reactant 3

HCID 78656Ethyl 3-oxovalerateHCID 122490Ethyl 7-bromoheptanoateHCID 22759276Methyl 8-Ethoxycarbonyl-9-oxo-5-decynoate2×

Product 1

HCID 22759291Diethyl 2-Propionylazelate

Procedure

The synthesis of this compound is carried out by the procedure of Example 4, Step A, except that an equivalent quantity of ethyl propionylacetate is substituted for the ethyl acetoacetate of Example 4, Step A, and an equivalent quantity of ethyl 7-bromoheptanoate is substituted for the methyl 7-bromo-5-heptynoate of Example 4, Step A. The product, a viscous oil, is used in the next step directly without distillation.

Workup

  1. customThe synthesis of this compound
  2. distillationThe product, a viscous oil, is used in the next step directly without distillation

Sources & evidence

ORD record
ord-1d04c4f7b26c455ab875a2cad5831cf3
Source dataset
uspto-grants-1977_04
Patent number
US04020177

Linked notes

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