Lithium azide → HCID 86698316, compound

HRID 1050282Notes

Reaction equation

HRID 1050282 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])[CH2:12][C@@H:11](OS(C3C=CC(C)=CC=3)(=O)=O)[CH2:10]4)[CH2:7][CH2:6][C:5]=2[CH:4]=1.[N-:32]=[N+:33]=[N-:34].[Li+]>CS(C)=O>[N:32]([C@@H:11]1[CH2:10][C@H:9]2[C@H:8]3[C@H:17]([CH2:16][CH2:15][C@:13]2([CH3:14])[CH2:12]1)[C:18]1[CH:19]=[CH:20][C:3]([O:2][CH3:1])=[CH:4][C:5]=1[CH2:6][CH2:7]3)=[N+:33]=[N-:34]

Participants

4

Reactant 2

HCID 88163Lithium azideHCID 86698317HCID 86698317, compound

Product 1

HCID 86698316HCID 86698316, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

3.3 g (7.5 mmol) of 3-methoxy-16β-tosyloxy-estra-1,3,5(10)-triene and 0.99 g (15.7 mmol) lithium azide in 66 ml of DMSO are reacted as described above. Yield: 2.15 g (92%), F=80-89° C., after recrystallization from acetone: F=89-92° C.

Workup

  1. customYield: 2.15 g (92%), F=80-89° C., after recrystallization from acetone
  2. customF=89-92° C.

Sources & evidence

ORD record
ord-7e39ccd3a8204e1595a5741ebe779d3a
Source dataset
uspto-grants-2016_07
Patent number
US09382288B2

Reaction notes

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