Diethyl Oxalate → HCID 21314613, compound

Reaction equation

[C:1]([C:4]1[CH:13]=[C:12]2[C:7]([CH2:8][CH2:9][CH2:10][CH2:11]2)=[C:6]([Br:14])[C:5]=1[OH:15])(=[O:3])[CH3:2].[Na].[C:17](OCC)(=O)[C:18]([O:20][CH2:21][CH3:22])=[O:19]>>[Br:14][C:6]1[C:5]2[O:15][C:17]([C:18]([O:20][CH2:21][CH3:22])=[O:19])=[CH:2][C:1](=[O:3])[C:4]=2[CH:13]=[C:12]2[C:7]=1[CH2:8][CH2:9][CH2:10][CH2:11]2

Participants

Reactant 3

HCID 7268Diethyl Oxalate

HCID 5360545Sodium

HCID 20304527HCID 20304527, compound

Product 1

HCID 21314613HCID 21314613, compoundYield 72.3%

Procedure

The product of step (a) (5.3 g) was treated with sodium (2.3 g) and diethyl oxalate (7.3 g) under the conditions of Example 1(d) to give the title ester (5.0 g; 72%), mp 130°-132°.

Sources & evidence

ORD record: ord-5a5a52306df64f45b3f468e9e863d39b
Source dataset: uspto-grants-1979_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04159273

Reaction notes

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