1,1'-Biphenyl, mixt. with 1,1'-oxybis(benzene) → HCID 56613697, compound

HRID 1578026Notes

Reaction equation

HRID 1578026 reaction equation
C(O[C@:5]1([C:24]#[CH:25])[CH2:10][CH2:9][C@H:8]2[C@H:11]3[C@H:20]([CH2:21][CH2:22][C@:6]12[CH3:7])[C@@H:19]1[C:14](=[CH:15][C:16](=[O:23])[CH2:17][CH2:18]1)[CH2:13][CH2:12]3)(=O)C.C1C=CC(C2C=CC=CC=2)=CC=1.C1C=CC(OC2C=CC=CC=2)=CC=1>>[C:24]([C:5]1[C@:6]2([CH2:22][CH2:21][C@H:20]3[C@@H:11]([CH2:12][CH2:13][C:14]4[C@@H:19]3[CH2:18][CH2:17][C:16](=[O:23])[CH:15]=4)[C@@H:8]2[CH2:9][CH:10]=1)[CH3:7])#[CH:25]

Participants

3

Reactant 2

HCID 246701,1'-Biphenyl, mixt. with 1,1'-oxybis(benzene)HCID 6302117-(Acetyloxy)-19-norpregn-4-en-20-yn-3-one

Product 1

HCID 56613697HCID 56613697, compoundYield 60.7%

Procedure

One gram of 17α-acetoxy-17β-ethynyl-4-estren-3-one is treated analogously to Example 1 in "Dowtherm" for 10 minutes at 250° C. and worked up. Recrystallization from isopropyl ether yields 500 mg of 17-ethynyl-4,16-estradien-3-one, m.p. 148°-152° C. (40% of theory).

Workup

  1. customRecrystallization from isopropyl ether

Sources & evidence

ORD record
ord-e460fd2857c54d83bfc8e390cd43d8d7
Source dataset
uspto-grants-1981_09
Patent number
US04290963

Reaction notes

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