HCID 70229854, compound → HCID 70231132, compound

HRID 566548Notes

Reaction equation

HRID 566548 reaction equation
[ClH:1].[CH3:2][O:3][C:4]1[CH:5]=[C:6]([C:10]([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=2[CH3:31])=[CH:11][CH2:12][O:13][CH2:14][CH2:15][N:16]2[CH2:21][CH2:20][CH2:19][C@@H:18]([C:22]([OH:24])=[O:23])[CH2:17]2)[CH:7]=[CH:8][CH:9]=1>[Pd].CO>[ClH:1].[CH3:2][O:3][C:4]1[CH:5]=[C:6]([CH:10]([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=2[CH3:31])[CH2:11][CH2:12][O:13][CH2:14][CH2:15][N:16]2[CH2:21][CH2:20][CH2:19][C@@H:18]([C:22]([OH:24])=[O:23])[CH2:17]2)[CH:7]=[CH:8][CH:9]=1

Participants

4

Reactant 1

HCID 70229854HCID 70229854, compound

Product 1

HCID 70231132HCID 70231132, compoundYield 23%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

The acid prepared in Example 30 (2.0 g, 4.5 mmol) was dissolved into methanol (50 ml) and stirred under an atmosphere of hydrogen for 1 h at room temperature in the presence of 10% palladium on carbon catalyst (65% aqueous paste) and then filtered. The filtrate was evaporated to dryness leaving a solid residue which was recrystallised from a mixture of acetone and ethyl acetate to give 0.30 g (23%) of the title compound.

Workup

  1. filtrationfiltered
  2. customThe filtrate was evaporated to dryness
  3. customleaving a solid residue which
  4. customwas recrystallised from a mixture of acetone and ethyl acetate

Sources & evidence

ORD record
ord-32e264da44724e95944c06a53a85b3ce
Source dataset
uspto-grants-2001_01
Patent number
US06174898B1

Reaction notes

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