HCID 54454540, compound → HCID 21485208, compound

HRID 1414824Notes

Reaction equation

HRID 1414824 reaction equation
[O:1]1[C:19]([CH3:22])([CH2:20][CH3:21])[CH:2]1[CH2:3][CH2:4][C:5]([CH3:18])=[CH:6][CH2:7][O:8][C:9]1[CH:17]=[CH:16][C:12]2[CH2:13][CH2:14][O:15][C:11]=2[CH:10]=1.[H][H]>[Pt]=O.C(OCC)(=O)C>[O:1]1[C:19]([CH3:22])([CH2:20][CH3:21])[CH:2]1[CH2:3][CH2:4][CH:5]([CH3:18])[CH2:6][CH2:7][O:8][C:9]1[CH:17]=[CH:16][C:12]2[CH2:13][CH2:14][O:15][C:11]=2[CH:10]=1

Participants

5

Reactant 2

HCID 54454540HCID 54454540, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 21485208HCID 21485208, compound

Reagents, catalysts & solvents 2

HCID 82844Platinum oxide (PtO)CatalystHCID 8857Ethyl AcetateSolvent

Procedure

1.0 g. of 6-[(6,7-epoxy-3,7-dimethyl-2-nonenyl)-oxy]-2,3-dihydrobenzofuran is dissolved in 25 ml. of ethyl acetate and hydrogenated in the presence of 50 mg. of platinum oxide until the theoretical amount of hydrogen has been taken up. The catalyst is then removed by filtration and the filtrate evaporated. By chromatography on silica gel using hexane/diethyl ether (19:1 parts by volume) there is obtained pure 6-[(6,7-epoxy-3,7-dimethylnonyl)-oxy]-2,3-dihydrobenzofuran; nD20 = 1.5118.

Workup

  1. customThe catalyst is then removed by filtration
  2. customthe filtrate evaporated

Sources & evidence

ORD record
ord-37e52b2a030944f48d981982d546d875
Source dataset
uspto-grants-1977_01
Patent number
US04002647

Reaction notes

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