HCID 54081276, compound → HCID 21537373, compound

HRID 1076494Notes

Reaction equation

HRID 1076494 reaction equation
[O:1]1[C:20]([CH3:23])([CH2:21][CH3:22])[CH:2]1[CH2:3][CH2:4][C:5]([CH3:19])=[CH:6][CH2:7][O:8][C:9]1[CH:18]=[C:17]2[C:12]([CH2:13][CH2:14][CH2:15][O:16]2)=[CH:11][CH:10]=1.[H][H]>[Pt]=O.C(OCC)(=O)C>[O:1]1[C:20]([CH3:23])([CH2:21][CH3:22])[CH:2]1[CH2:3][CH2:4][CH:5]([CH3:19])[CH2:6][CH2:7][O:8][C:9]1[CH:18]=[C:17]2[C:12]([CH2:13][CH2:14][CH2:15][O:16]2)=[CH:11][CH:10]=1

Participants

5

Reactant 2

HCID 54081276HCID 54081276, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 21537373HCID 21537373, compound

Reagents, catalysts & solvents 2

HCID 82844Platinum oxide (PtO)CatalystHCID 8857Ethyl AcetateSolvent

Procedure

2.6 g. of 7-(6,7-epoxy-3,7-dimethyl-2-nonenyloxy)-chromane are dissolved in 26 ml. of ethyl acetate and hydrogenated in the presence of 130 mg. of platinum oxide until the theoretical amount of hydrogen has been made up. The mixture is then filtered off from the catalyst, evaporated and chromatographed on silica gel with hexane/ether (7:3). There is obtained pure 7-(6,7-epoxy-3,7-dimethyl-nonyloxy)-chromane, nD20 = 1.5159.

Workup

  1. filtrationThe mixture is then filtered off from the catalyst
  2. customevaporated
  3. customchromatographed on silica gel with hexane/ether (7:3)

Sources & evidence

ORD record
ord-7dc9439d581749ecaa1967fb9a3b45b2
Source dataset
uspto-grants-1976_05
Patent number
US03957763

Reaction notes

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