Bromocyclopentane → HCID 86733501, compound

HRID 1657368Notes

Reaction equation

HRID 1657368 reaction equation
[CH2:1]([OH:21])[C@:2]12[CH2:18][CH2:17][C@H:16]3[C@@H:7]([CH2:8][CH2:9][C:10]4[CH:11]=[C:12]([OH:19])[CH:13]=[CH:14][C:15]=43)[C@@H:6]1[CH2:5][CH2:4][C@@H:3]2[OH:20].[CH:22]1(Br)[CH2:26][CH2:25][CH2:24][CH2:23]1.C(=O)([O-])[O-].[K+].[K+]>C(O)C>[CH:22]1([O:19][C:12]2[CH:13]=[CH:14][C:15]3[C@@H:16]4[C@H:7]([C@H:6]5[C@@:2]([CH2:18][CH2:17]4)([CH2:1][OH:21])[C@@H:3]([OH:20])[CH2:4][CH2:5]5)[CH2:8][CH2:9][C:10]=3[CH:11]=2)[CH2:26][CH2:25][CH2:24][CH2:23]1

Participants

5

Reactant 3

HCID 8728BromocyclopentaneHCID 11430Potassium CarbonateHCID 69820393HCID 69820393, compound

Product 1

HCID 86733501HCID 86733501, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

350 mg. of 1,3,5(10)-estratriene-3,17β,18-triol in 10 ml. of ethanol is heated for 5 hours to the boiling point under N2 with 0.5 ml. of cyclopentyl bromide and 0.5 g. of potassium carbonate. After the mixture has been worked up and purified analogously to Example 18, 3-cyclopentyloxy-1,3,5(10)-estratriene-17β,18-diol is obtained.

Workup

  1. custompurified analogously to Example 18

Sources & evidence

ORD record
ord-b87bd4e40e0840549ed875972a76ce93
Source dataset
uspto-grants-1976_06
Patent number
US03960841

Reaction notes

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