Ethanol → HCID 54448196, compound

HRID 434418Notes

Reaction equation

HRID 434418 reaction equation
[CH3:1][C:2]1[CH2:13][CH2:12][C:11]([CH3:14])=[CH:10][CH2:9][CH2:8][C:7]([CH3:15])=[CH:6][CH2:5][CH2:4][CH:3]=1.[CH2:16]([OH:18])[CH3:17]>>[CH2:16]([O:18][C:2]1([CH3:1])[CH2:3][CH2:4][CH2:5][CH:6]=[C:7]([CH3:15])[CH2:8][CH2:9][CH:10]=[C:11]([CH3:14])[CH2:12][CH2:13]1)[CH3:17]

Participants

3

Reactant 2

HCID 702EthanolHCID 894321,5,9-Cyclododecatriene, 1,5,10-trimethyl-

Product 1

HCID 54448196HCID 54448196, compoundYield 63%

Procedure

550 g (2.7 M) of 2,5,9-trimethyl-cyclododeca-1,5,9-triene and 380 g of acidic diatomaceous earth in 6250 ml of anhydrous ethanol were refluxed for 72 h to give, after the same treatment as that described in Example 1 above, 532 g of a product having b.p. 70°-110°/0.01 Torr. On fractional distillation, there were recovered 495 g of starting 2,5,9-trimethyl-cyclododeca-1,5,9-triene (b.p. 43°-52°/0.1 Torr) and 42.5 g of the desired product (b.p. 90°-105°/0.01 Torr); yield 63% based on the converted starting material.

Workup

  1. customto give
  2. distillationOn fractional distillation, there
  3. customwere recovered 495 g of starting 2,5,9-trimethyl-cyclododeca-1,5,9-triene (b.p. 43°-52°/0.1 Torr) and 42.5 g of the desired product (b.p. 90°-105°/0.01 Torr)

Sources & evidence

ORD record
ord-f8432776b84d41dd8f159a34bcaf1849
Source dataset
uspto-grants-1983_08
Patent number
US04396781

Reaction notes

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