HCID 53784409, compound → HCID 21450484, compound

HRID 596641Notes

Reaction equation

HRID 596641 reaction equation
[O:1]1[C:19]([CH3:24])([CH2:20][CH:21]([CH3:23])[CH3:22])[CH:2]1[CH2:3][CH2:4][C:5]([CH3:18])=[CH:6][CH2:7][O:8][C:9]1[CH:14]=[CH:13][C:12]2[O:15][CH2:16][O:17][C:11]=2[CH:10]=1.[H][H]>[Pt]=O.C(OCC)(=O)C>[O:1]1[C:19]([CH3:24])([CH2:20][CH:21]([CH3:23])[CH3:22])[CH:2]1[CH2:3][CH2:4][CH:5]([CH3:18])[CH2:6][CH2:7][O:8][C:9]1[CH:14]=[CH:13][C:12]2[O:15][CH2:16][O:17][C:11]=2[CH:10]=1

Participants

5

Reactant 2

HCID 53784409HCID 53784409, compoundHCID 178418361HCID 178418361, compound2×

Product 1

HCID 21450484HCID 21450484, compound

Reagents, catalysts & solvents 2

HCID 82844Platinum oxide (PtO)CatalystHCID 8857Ethyl AcetateSolvent

Procedure

1.66 g. of 4-[(6,7-epoxy-3,7,9-trimethyl-2-decenyl)-oxy]-1,2-(methylenedioxy)-benzene are dissolved in 30 ml. of ethyl acetate and hydrogenated by passing hydrogen gas in the presence of 50 mg. of platinum oxide until uptake of the theoretical amount of hydrogen. The catalyst is then filtered off and the filtrate evaporated. By chromatography on slica gel in hexane/ether (9:1 parts by volume) there is obtained pure 4-[(6,7-epoxy-3,7,9-trimethyldecyl)-oxy]-1,2-(methylenedioxy)-benzene of boiling point (bulb tube) 128° C./0.03 mm Hg; nD23 = 1.5027.

Workup

  1. filtrationThe catalyst is then filtered off
  2. customthe filtrate evaporated

Sources & evidence

ORD record
ord-815fc38f82234645ae9820d9b964eb5e
Source dataset
uspto-grants-1977_03
Patent number
US04011335

Reaction notes

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