13beta-Ethyl-17beta-hydroxy-gon-5(10)-en-3-one → 13beta-Propyl-17beta-hydroxy-gon-4-en-3-one

HRID 1415003Notes

Reaction equation

HRID 1415003 reaction equation
[CH2:1]([C@:4]12[CH2:12][CH2:11][C@@H:10]3[C:13]4[CH2:14][CH2:15][C:16](=[O:21])[CH2:17][C:18]=4[CH2:19][CH2:20][C@H:9]3[C@@H:8]1[CH2:7][CH2:6][C@@H:5]2[OH:22])[CH2:2][CH3:3].C([C@]12CC[C@@H]3C4CCC(=O)CC=4CC[C@H]3[C@@H]1CC[C@@H]2O)C>>[CH2:1]([C@:4]12[CH2:12][CH2:11][C@@H:10]3[C@@H:13]4[C:18]([CH2:19][CH2:20][C@H:9]3[C@@H:8]1[CH2:7][CH2:6][C@@H:5]2[OH:22])=[CH:17][C:16](=[O:21])[CH2:15][CH2:14]4)[CH2:2][CH3:3]

Participants

3

Reactant 2

HCID 1111976613beta-Ethyl-17beta-hydroxy-gon-5(10)-en-3-oneHCID 2279041313beta-n-Propyl-17beta-hydroxy gon-5(10)-en-3-one

Product 1

HCID 6814332113beta-Propyl-17beta-hydroxy-gon-4-en-3-one

Procedure

By substituting an equivalent amount of 13β-n-propyl-17β-hydroxy gon-5 (10)-en-3-one for 13β-ethyl-17β-hydroxy-gon-5(10)-en-3-one in example 136, there is obtained 13β-n-propyl-17β-hydroxy-gon-4-en-3-one; infrared absorption peaks at 2.92, 6.01, 6.20 μ ; ultraviolet peak at 240 mμ (ε15,000).

Sources & evidence

ORD record
ord-c9b5525a2b27467493aa42ceb9cac259
Source dataset
uspto-grants-1977_01
Patent number
US04002746

Reaction notes

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