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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1448439Generated: October 26, 2026

Acetic Acid → (17beta)-17-(3-(4-(Hexyloxy)phenyl)-1-oxopropoxy)estr-4-en-3-one

https://huagongshe.com/reaction/1448439

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantNandroloneHCID 9904—
ReactantDicyclohexylcarbodiimideHCID 10868—
Reactant3-[p-(Hexyloxy)phenyl]propionic acidHCID 91287—
SolventPyridineHCID 1049—
Product(17beta)-17-(3-(4-(Hexyloxy)phenyl)-1-oxopropoxy)estr-4-en-3-oneHCID 9234187%

Reaction Steps

To a solution of 17β-hydroxyestr-4-en-3-one (5.48 g) and 3-(4-hexyloxyphenyl)propionic acid (5.75 g) in dry pyridine (60 ml) pTSA (0.200 g) and DCC (5.77 g) are added. After 72 h stirring at room temperature acetic acid (2 ml) is added, and the reaction mixture is kept overnight at +4° C. The same work-up procedure as in Example 1 gives 17β-[3-(4-hexyloxyphenyl)-propanoyloxy]estr-4-en-3-one (m. p. 52°-3° C.) in a 87% yield after recrystallization from methanol/water.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04180504
Source datasetuspto-grants-1979_12
ORD IDord-30c182983830424aac5f80506cb77578
Source noteuspto-grants-1979_12