HCID 45264600, compound → HCID 67710488, compound

HRID 2226748Notes

Reaction equation

HRID 2226748 reaction equation
[ClH:1].[CH:2]1[C:12]2[CH2:11][CH2:10][C:9]3[CH:13]=[CH:14][CH:15]=[CH:16][C:8]=3[C:7](=[CH:17][CH2:18][O:19][CH2:20][CH2:21][CH2:22][N:23]3[CH2:28][CH2:27][CH2:26][C@@H:25]([C:29]([OH:31])=[O:30])[CH2:24]3)[C:6]=2[CH:5]=[CH:4][CH:3]=1>CO.[Pd]>[ClH:1].[CH:2]1[C:12]2[CH2:11][CH2:10][C:9]3[CH:13]=[CH:14][CH:15]=[CH:16][C:8]=3[CH:7]([CH2:17][CH2:18][O:19][CH2:20][CH2:21][CH2:22][N:23]3[CH2:28][CH2:27][CH2:26][C@@H:25]([C:29]([OH:31])=[O:30])[CH2:24]3)[C:6]=2[CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 1

HCID 45264600HCID 45264600, compound

Product 1

HCID 67710488HCID 67710488, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

The acid prepared in Example 5 (0.5 g, 1.1 mmol) was dissolved in methanol (15 ml) and stirred under an atmosphere of hydrogen for 8 h at room temperature in the presence of 10% palladium on carbon catalyst (50% aqueous paste). The mixture was filtered and the solvent was evaporated in vacuo to give an oily residue which was re-evaporated from acetone and then crystallised from a mixture of acetone and ethyl acetate. This afforded 0.3 g (60%) of the title compound as an amorphous solid.

Workup

  1. filtrationThe mixture was filtered
  2. customthe solvent was evaporated in vacuo
  3. customto give an oily residue which
  4. customwas re-evaporated from acetone
  5. customcrystallised from a mixture of acetone and ethyl acetate

Sources & evidence

ORD record
ord-fe8f0e7a5a0740f0b80d98b4fb37892c
Source dataset
uspto-grants-1994_09
Patent number
US05348965

Reaction notes

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