1-Acetylnaphthalene → 2-Vinylnaphthalene

HRID 1613021Notes

Reaction equation

HRID 1613021 reaction equation
[CH3:1][C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]=1CO.[CH3:14]C(C1C2C(=CC=CC=2)C=CC=1)=O>>[CH:1]([C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH:3]=1)=[CH2:14]

Participants

3

Reactant 2

HCID 136631-AcetylnaphthaleneHCID 13779418HCID 13779418, compound

Product 1

HCID 132302-Vinylnaphthalene

Procedure

The crude hydrogenated product may therefore be treated to recover the desired methylnaphthyl carbinol in a relatively pure form. This may be effected by distilling the crude hydrogenation product at a pressure sufficiently below atmospheric to give a temperature below that which substantial dehydration of the methylnaphthyl carbinol takes place. Alternatively, it has been found that 2-methylnaphthyl carbinol which is produced can be dehydrated in the presence of 1-acetonaphthalene to yield 2-vinylnaphthalene. The 1-acetonaphthalene remains unreacted.

Workup

  1. additionThe crude hydrogenated product may therefore be treated
  2. customto recover the desired methylnaphthyl carbinol in a relatively pure form
  3. distillationby distilling the crude hydrogenation product at a pressure sufficiently below atmospheric
  4. customto give a temperature below that which substantial dehydration of the methylnaphthyl carbinol
  5. customis produced can

Sources & evidence

ORD record
ord-c4c62e9bf6884c4db74ead8ea0881d26
Source dataset
uspto-grants-1993_03
Patent number
US05191133

Reaction notes

Loading…