2,3-Dichloro-5,6-dicyano-1,4-benzoquinone → HCID 18600528, compound

HRID 868173Notes

Reaction equation

HRID 868173 reaction equation
[C:1]([O:4][CH2:5][C:6](=[O:30])[C@:7]1([OH:29])[C@:24]2([CH3:25])[C@H:10]([C@H:11]3[C:21](=[CH:22][CH2:23]2)[C@:19]2([CH3:20])[C:14](=[CH:15][C:16](=[O:26])[CH2:17][CH2:18]2)[C@@H:13]([CH3:27])[CH2:12]3)[CH2:9][C@@H:8]1[CH3:28])(=[O:3])[CH3:2].ClC1C(=O)C(C#N)=C(C#N)C(=O)C=1Cl>O1CCOCC1>[C:1]([O:4][CH2:5][C:6](=[O:30])[C@:7]1([OH:29])[C@:24]2([CH3:25])[C@H:10]([C@H:11]3[C:21](=[CH:22][CH2:23]2)[C@:19]2([CH3:20])[C:14](=[CH:15][C:16](=[O:26])[CH:17]=[CH:18]2)[C@@H:13]([CH3:27])[CH2:12]3)[CH2:9][C@@H:8]1[CH3:28])(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 67752,3-Dichloro-5,6-dicyano-1,4-benzoquinoneHCID 18600529HCID 18600529, compound

Product 1

HCID 18600528HCID 18600528, compoundYield 40.2%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A solution of 30.0 g of 21-acetoxy-17α-hydroxy-6α,16β-dimethyl-4,9(11)-pregnadiene-3,20-dione in 800 ml of dioxane is reacted with 30.0 g of dichlorodicyanobenzoquinone analogously to Example 6(A), worked up and purified, yielding 12.0 g of 21-acetoxy-17α-hydroxy-6α,16β-dimethyl-1,4,9(11)-pregnatriene-3,20-dione, mp 215°-216° C.

Workup

  1. custompurified

Sources & evidence

ORD record
ord-ecc603e3e6f946379063a012aa3fb965
Source dataset
uspto-grants-1988_10
Patent number
US04777165

Reaction notes

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