HCID 20273081, compound → HCID 20273080, compound

HRID 371411Notes

Reaction equation

HRID 371411 reaction equation
[CH3:1][O:2][C:3]([C:5]1[CH:6]=[CH:7][C:8]2[O:12][CH:11](/[CH:13]=[C:14]3/[CH2:15][C:16](=[CH:20][CH:21]=[CH:22]/3)[C:17]([OH:19])=[O:18])[C:10](=[O:23])[C:9]=2[CH:24]=1)=[O:4]>C(O)(=O)C.[Pd]>[CH3:1][O:2][C:3]([C:5]1[CH:6]=[CH:7][C:8]2[O:12][CH:11]([CH2:13][C:14]3[CH:15]=[C:16]([CH:20]=[CH:21][CH:22]=3)[C:17]([OH:19])=[O:18])[C:10](=[O:23])[C:9]=2[CH:24]=1)=[O:4]

Participants

4

Reactant 1

HCID 20273081HCID 20273081, compound

Product 1

HCID 20273080HCID 20273080, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 176Acetic AcidSolvent

Procedure

The product from (a) (1 g) was suspended in glacial acetic acid (100 ml) and hydrogenated at 60 p.s.i. in the presence of 10% palladium on carbon (100 mg). After 1 hour the catalyst was filtered off and the colourless filtrate evaporated in vacuo to give a light straw coloured oil which crystallised on standing. Recrystallisation from ethyl acetate/petrol gave the required product as off-white crystals, m.p. 140°-143° C.

Workup

  1. filtrationAfter 1 hour the catalyst was filtered off
  2. customthe colourless filtrate evaporated in vacuo
  3. customto give a light straw coloured oil which
  4. customcrystallised
  5. customRecrystallisation from ethyl acetate/petrol

Sources & evidence

ORD record
ord-a54a4fb3555d4bce9a7a8149b3ddbdf9
Source dataset
uspto-grants-1985_07
Patent number
US04532257

Reaction notes

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