Estriol → Estrin

HRID 2420224Notes

Reaction equation

HRID 2420224 reaction equation
[CH3:1][C@@:2]12[C@@H:18](O)[C@H:17](O)[CH2:16][C@H:15]1[C@H:14]1[C@@H:5]([C:6]3[CH:7]=[CH:8][C:9](O)=[CH:10][C:11]=3[CH2:12][CH2:13]1)[CH2:4][CH2:3]2.C(Cl)(=O)C1C=CC=NC=1>N1C=CC=CC=1>[CH3:1][C@:2]12[CH2:3][CH2:4][C@H:5]3[C@@H:14]([CH2:13][CH2:12][C:11]4[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=43)[C@@H:15]1[CH2:16][CH2:17][CH2:18]2

Participants

4

Reactant 2

HCID 5756EstriolHCID 82604Nicotinoyl chloride

Product 1

HCID 150899EstrinYield 95%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Conditions

Temperature
60 °C

Procedure

In a 100 cc flask, protected from light and humidity, 5.76g (0.02 Mole) of estriol are dissolved in 60 cc of anhydrous pyridine; 9.87g (0.07 mole) of nicotinoyl chloride are added and the whole shaken at 60° C for 6 hours. After cooling, the reaction mixture is poured into a liter of ice water and shaken for 15 minutes. The precipitate is dried and washed with water until neutral. Yield: 95%. The precipitate can also be extracted with chloroform or ether.

Workup

  1. temperatureAfter cooling
  2. stirringshaken for 15 minutes
  3. customThe precipitate is dried
  4. washwashed with water until neutral
  5. extractionThe precipitate can also be extracted with chloroform or ether

Sources & evidence

ORD record
ord-0b6df645245b4158ad90f42ee62de0f3
Source dataset
uspto-grants-1978_08
Patent number
US04110324

Reaction notes

Loading…