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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 543016Generated: October 25, 2026

Triphenylphosphine → 9-(3,17beta-dihydroxyoestra-1,3,5(10)-trien-7alpha-yl)-N-methyl-nonanamide

https://huagongshe.com/reaction/543016

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
Reactant(9-Carboxynonyl)(triphenyl)phosphanium bromideHCID 18795071—
Reactant8-bromo-N-methyloctanamideHCID 20206836—
Reactant9-(3-benzyloxy-17beta-hydroxyoestra-1,3,5(10)trien-7alpha-yl)-N-methylnon-8-enamideHCID 86741441—
Product9-(3,17beta-dihydroxyoestra-1,3,5(10)-trien-7alpha-yl)-N-methyl-nonanamideHCID 70446765—

Reaction Steps

The procedure described in the last paragraph of Example 6 was repeated except that (7-N-methylcarbamoylheptyl)triphenylphosphonium bromide (prepared from 8-bromo-N-methyloctanamide and triphenylphosphine by a similar process to that described in the last part of Example 22) was used in place of (9-carboxynonyl)triphenylphosphonium bromide. The hydrogenation process described in the second paragraph of Example 6 was then repeated using the 9-(3-benzyloxy-17β-hydroxyoestra-1,3,5(10)trien-7α-yl)-N-methylnon-8-enamide thus obtained as starting material, and there was thus obtained as an oil 9-(3,17β-dihydroxyoestra-1,3,5(10)-trien-7α-yl)-N-methyl-nonanamide, the structure of which was confirmed by proton magnetic resonance and mass spectroscopy.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04659516
Source datasetuspto-grants-1987_04
ORD IDord-a71ec59b3a804b9f96adaeabac768efb
Source noteuspto-grants-1987_04