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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1050287Generated: November 1, 2026

Acetone → 16-Azido-3-methoxyestra-1(10),2,4-trien-17-one

https://huagongshe.com/reaction/1050287

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetoneHCID 180—
ReactantIsopropanolHCID 3776—
ReactantHCID 21723401HCID 21723401—
Catalystchromium (VI) trioxideHCID 10219390—
SolventSulfuric AcidHCID 1118—
Product16-Azido-3-methoxyestra-1(10),2,4-trien-17-oneHCID 162658—

Reaction Steps

To a solution of 20 g 16α-azido-3-methoxy-estra-1,3,5(10)-triene-17β-ol in 11 acetone, 40 ml of 8 N chromium trioxide solution in conc. sulfuric acid is added dropwise at 0° C. and under stirring. After 2 h, 2 ml isopropanol are added and the reaction product is precipitated in crystalline form by dropwise addition of water. The product is filtered off, washed with water, dried and recrystallized from acetone/water. Yield: 16 g (81%), F=118-122° C.; [α]D+405°. IR: 1747 cm (CO), 2095 (N3).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09382288B2
Source datasetuspto-grants-2016_07
ORD IDord-47b6e540f34d4cbba60c0197cc9738c5
Source noteuspto-grants-2016_07