Trimethyl orthoformate → 1,1-Dimethoxy-8-methylnon-2-yne

HRID 1414594Notes

Reaction equation

HRID 1414594 reaction equation
[CH3:1][CH:2]([CH3:11])[CH2:3][CH2:4][CH2:5][CH2:6][C:7]#[C:8]C=O.[CH3:12][O:13][CH:14](OC)[O:15][CH3:16]>>[CH3:12][O:13][CH:14]([O:15][CH3:16])[C:8]#[C:7][CH2:6][CH2:5][CH2:4][CH2:3][CH:2]([CH3:11])[CH3:1]

Participants

3

Reactant 2

HCID 9005Trimethyl orthoformateHCID 214881128-Methylnon-2-ynal

Product 1

HCID 214881181,1-Dimethoxy-8-methylnon-2-yne

Procedure

One gm. (0.007 mole) of 8-methylnon-2-yn-1-al, 10 gm. (0.1 mole) of trimethylorthoformate and 0.2 g of para-toluene-sulfuric acid were distilled. Methyl formate and methyl alcohol were collected. The solution was diluted with 15 ml of water and extracted with ether. The ether solution was washed with 5% sodium bicarbonate, and then water. The ether extract was dried over sodium sulfate, concentrate and distilled under vacuum to give 1,1-dimethoxy-8-methyl-non-2-yne.

Workup

  1. customMethyl formate and methyl alcohol were collected
  2. additionThe solution was diluted with 15 ml of water
  3. extractionextracted with ether
  4. washThe ether solution was washed with 5% sodium bicarbonate
  5. extractionThe ether extract
  6. dry with materialwas dried over sodium sulfate
  7. concentrationconcentrate
  8. distillationdistilled under vacuum

Sources & evidence

ORD record
ord-c9b8ec711bd24c75a0ac9822affa72ac
Source dataset
uspto-grants-1977_01
Patent number
US04001454

Reaction notes

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