HCID 53773709, compound → HCID 53721182, compound

HRID 1720645Notes

Reaction equation

HRID 1720645 reaction equation
[C:1]1([CH:11]=[C:12]([CH2:18][CH2:19][CH2:20][O:21][CH:22]2[CH2:27][CH2:26][CH2:25][CH2:24][O:23]2)[C:13]([O:15][CH2:16][CH3:17])=[O:14])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1>C(O)C.[C].[Pd]>[C:1]1([CH2:11][CH:12]([CH2:18][CH2:19][CH2:20][O:21][CH:22]2[CH2:27][CH2:26][CH2:25][CH2:24][O:23]2)[C:13]([O:15][CH2:16][CH3:17])=[O:14])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 1

HCID 53773709HCID 53773709, compound

Product 1

HCID 53721182HCID 53721182, compoundYield 99.2%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 178418390HCID 178418390, compoundSolvent

Procedure

3.37 g of ethyl 3-(1-naphthyl)-2-[3-(2-tetrahydropyranyloxy)propyl]-2-propenoate was dissolved in 5 ml of ethanol and hydrogenated under atmospheric pressure by means of 10% palladium carbon. The reaction mixture was subjected to filtration, the solvent of the filtrate was distilled off under reduced pressure to obtain 3.36 g of ethyl (2RS)-2-(1-naphthylmethyl)-5-(2-tetrahydropyranyloxy)pentanoate as oily substance.

Workup

  1. filtrationThe reaction mixture was subjected to filtration
  2. distillationthe solvent of the filtrate was distilled off under reduced pressure

Sources & evidence

ORD record
ord-f64fbd8cd29342cba83f01940ccd724f
Source dataset
uspto-grants-1996_04
Patent number
US05506356

Reaction notes

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