Ammonia → HCID 70634840, compound

HRID 2072267Notes

Reaction equation

HRID 2072267 reaction equation
[CH3:1][O:2][C:3]1[CH:20]=[CH:19][C:18]2[C@@H:17]3[C@H:8]([C@H:9]4[C@@:13]([CH2:15][CH2:16]3)([CH3:14])[CH:12]3[O:21][CH2:22][CH2:23][O:24][CH:11]3[CH2:10]4)[CH2:7][CH2:6][C:5]=2[CH:4]=1.N.[Cl-].[Li+]>[C-]#[W].C(O)C>[CH3:1][O:2][C:3]1[CH2:4][C:5]2[CH2:6][CH2:7][C@@H:8]3[C@@H:17]([C:18]=2[CH2:19][CH:20]=1)[CH2:16][CH2:15][C@@:13]1([CH3:14])[C@H:9]3[CH2:10][CH:11]2[O:24][CH2:23][CH2:22][O:21][CH:12]21

Participants

6

Reactant 3

HCID 222AmmoniaHCID 433294Lithium ChlorideHCID 70634888HCID 70634888, compound

Product 1

HCID 70634840HCID 70634840, compound

Reagents, catalysts & solvents 2

HCID 25504Tungsten carbideCatalystHCID 702EthanolSolvent

Procedure

1.0 g. of 3-methoxy-17-ethylenedioxy-1,3,5(10)-estratriene in 10 ml. of ethanol is added to 200 ml. of liquid ammonia, 2 g. of lithium chloride, and electrolyzed for 1 hour at 1 ampere on a tungsten carbide electrode in a cell divided by a cation exchanger membrane. After the mixture has been worked up, 0.9 g. of 3-methoxy-17-ethylenedioxy-2,5(10)-estradiene is produced, m.p. 115°-120° C.

Sources & evidence

ORD record
ord-aa4dd07841974b40940c3a79bd43abba
Source dataset
uspto-grants-1977_09
Patent number
US04050998

Reaction notes

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