HCID 69338225, compound → HCID 20721247, compound

HRID 2086200Notes

Reaction equation

HRID 2086200 reaction equation
[CH3:1][N:2]1[C@H:6]([CH:7]=[CH:8][C:9]2[S:10][CH:11]=[CH:12][CH:13]=2)[CH2:5][O:4][C:3]1=[O:14]>CO.[Pd]>[CH3:1][N:2]1[C@H:6]([CH2:7][CH2:8][C:9]2[S:10][CH:11]=[CH:12][CH:13]=2)[CH2:5][O:4][C:3]1=[O:14]

Participants

4

Reactant 1

HCID 69338225HCID 69338225, compound

Product 1

HCID 20721247HCID 20721247, compoundYield 91%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

(4R)-Methyl-4-[2-(thiophen-2-yl)ethenyl]oxazolidin-2-one (18.0 g, 86.0 mmol) obtained in Example 66(d) was dissolved in methanol (150 ml), and 10% palladium-charcoal (4.5 g) was added thereto followed by stirring for 10 hours at room temperature under a hydrogen atmosphere. The palladium-charcoal in the reaction solution was removed by filtration using Kiriyama funnel covered with a silica gel thin layer, and the filtrate was evaporated in vacua. The obtained solid was washed with diethyl ether, and dried to give the title compound (16.5 g, 91% yield) as a white solid.

Workup

  1. customThe palladium-charcoal in the reaction solution was removed by filtration
  2. customthe filtrate was evaporated in vacua
  3. washThe obtained solid was washed with diethyl ether
  4. customdried

Sources & evidence

ORD record
ord-8b9ae7cc04404d99a654d671a483d494
Source dataset
uspto-grants-2004_04
Patent number
US06723745B2

Reaction notes

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