Ethyl 3-oxovalerate → Diethyl 2-Propionylazelate

HRID 460851

Reaction equation

HRID 460851 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-8e85aa1b276449ebaf8fee72ffee0227
Source dataset
uspto-grants-1977_12
Patent number
US04061643

Linked notes

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