HCID 86733484, compound → HCID 53959839, compound

HRID 1077167Notes

Reaction equation

HRID 1077167 reaction equation
[CH2:1]([C@:3]12[CH2:11][CH2:10][C:9]3[C:12]4[CH:13]=[CH:14][C:15]([O:20][CH3:21])=[CH:16][C:17]=4[CH2:18][CH2:19][C:8]=3[C:7]1=[CH:6][CH2:5][C:4]12[O:25][CH2:24][CH2:23][O:22]1)[CH3:2].[H][H]>C1C=CC=CC=1.[Pd]>[CH2:1]([C@:3]12[CH2:11][CH2:10][C:9]3[C:12]4[CH:13]=[CH:14][C:15]([O:20][CH3:21])=[CH:16][C:17]=4[CH2:18][CH2:19][C:8]=3[C@@H:7]1[CH2:6][CH2:5][C:4]12[O:22][CH2:23][CH2:24][O:25]1)[CH3:2]

Participants

5

Reactant 2

HCID 86733484HCID 86733484, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 53959839HCID 53959839, compoundYield 64.6%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 241BenzeneSolvent

Procedure

Hydrogenate 13β-ethyl-3-methoxy-17,17-ethylenedioxygona-1,3,5(10), 8,14-pentaene (2.0 g.) in benzene 70 cc.) at atmospheric pressure using a 5% palladium on calcium carbonate catalyst (0.70 g.). Uptake of hydrogen ceases after 150 cc. has been absorbed. Isolate the product and recrystallize from 95% ethanol to obtain the title product (1.3 g.), m.p. 135°-137°; ultraviolet absorption peak at 2.78 mμ (15,100).

Workup

  1. customhas been absorbed
  2. customIsolate the product
  3. customrecrystallize from 95% ethanol

Sources & evidence

ORD record
ord-18ba321d03c24d7ab515936fe2f883d5
Source dataset
uspto-grants-1976_05
Patent number
US03959322

Reaction notes

Loading…