HCID 68144428, compound → HCID 68145841, compound

HRID 1415035Notes

Reaction equation

HRID 1415035 reaction equation
[CH2:1]([C@:3]12[CH2:11][CH2:10][C@@H:9]3[C:12]4[CH2:13][CH:14]=[C:15]([O:20]C)[CH2:16][C:17]=4[CH2:18][CH2:19][C@H:8]3[C@@H:7]1[CH2:6][CH2:5][C@@:4]2([OH:25])[CH:22]([OH:24])[CH3:23])[CH3:2]>Cl.CO.O>[CH2:1]([C@:3]12[CH2:11][CH2:10][C@@H:9]3[C@@H:12]4[C:17]([CH2:18][CH2:19][C@H:8]3[C@@H:7]1[CH2:6][CH2:5][C@@:4]2([OH:25])[CH:22]([OH:24])[CH3:23])=[CH:16][C:15](=[O:20])[CH2:14][CH2:13]4)[CH3:2]

Participants

3

Reactant 1

HCID 68144428HCID 68144428, compound

Product 1

HCID 68145841HCID 68145841, compoundYield 53.6%

Reagents, catalysts & solvents 1

HCID 86733486HCID 86733486, compoundSolvent

Procedure

Hydrolyze dl-13-ethyl-17β-hydroxy-17-(1-hydroxyethyl)-3-methoxygona-2,5(10)-diene (0.70 g) in hydrochloric acid-methanol-water. Recrystallize from ethyl acetate to obtain the title compound (0.36 g), m.p. 159°-164°; ultraviolet absorption peak at 240 mμ (ε15,230), infrared absorption peaks at 3.0 μ (strong), 6.05 μ.

Workup

  1. customRecrystallize from ethyl acetate

Sources & evidence

ORD record
ord-04a34e5544a342458705e4a499a4c53a
Source dataset
uspto-grants-1977_01
Patent number
US04002746

Reaction notes

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