Dimethyl oxalate → HCID 54697154, compound

Reaction equation

[C:1]1([C:7]([S:13][CH:14](O)[C:15]([O:17][CH3:18])=[O:16])(O)[C:8]([O:10]C)=O)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(OC)(=O)[C:21](OC)=[O:22].[Na]>>[OH:22][C:21]1[C:8]([OH:10])=[C:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)[S:13][C:14]=1[C:15]([O:17][CH3:18])=[O:16]

Participants

Reactant 3

HCID 11120Dimethyl oxalate

HCID 5360545Sodium

HCID 21243565HCID 21243565, compound

Product 1

HCID 54697154HCID 54697154, compoundYield 43.4%

Procedure

Prepared by the method described in Example 15 from dimethyl α-phenyl-thiodiglycolate (9.0 g, 35 mmoles), dimethyl oxalate (6.1 g, 52 mmoles) and sodium (2.5 g, 109 mmoles). The product is obtained as a beige powder (3.8 g); mp 143°-144° C.

Workup

customPrepared by the method

Sources & evidence

ORD record: ord-d64cd0a4acb545df827deb0eeeea883f
Source dataset: uspto-grants-1989_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04824958

Reaction notes

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