Methanol → HCID 67592075, compound

HRID 346009Notes

Reaction equation

HRID 346009 reaction equation
C([O:8][C:9]1[CH:10]=[C:11]2[C:16](=[CH:17][CH:18]=1)[O:15][CH2:14][CH:13]([O:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)[C:12]2=[O:26])C1C=CC=CC=1.CO>[Pd].O1CCCC1>[O:19]([C@H:13]1[C@@H:12]([OH:26])[C:11]2[C:16](=[CH:17][CH:18]=[C:9]([OH:8])[CH:10]=2)[O:15][CH2:14]1)[C:20]1[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=1

Participants

5

Reactant 2

HCID 887MethanolHCID 19600701HCID 19600701, compound

Product 1

HCID 67592075HCID 67592075, compoundYield 65.5%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

A mixture of 10.04 g of the title product of Example 9, 200 ml of methanol, 100 ml of tetrahydrofuran and 1 g 10% Pd/C catalyst was hydrogenated at 44 psig for 24 hours. The catalyst was recovered by filtration and the filtrate was evaporated in vacuo to obtain the crude product, which was triturated with dichloromethane and filtered to give 4.9 g of title product having properties identical to those of the cis-title product of the preceding Example.

Workup

  1. filtrationThe catalyst was recovered by filtration
  2. customthe filtrate was evaporated in vacuo
  3. customto obtain the crude product, which
  4. customwas triturated with dichloromethane
  5. filtrationfiltered

Sources & evidence

ORD record
ord-38659347f9144d759d2a5a49c7d0a4b0
Source dataset
uspto-grants-1991_10
Patent number
US05059609

Reaction notes

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