Sodium Chloride → HCID 20304531, compound

HRID 236958Notes

Reaction equation

HRID 236958 reaction equation
[Cl-].[Al+3].[Cl-].[Cl-].[Cl-].[Na+].C([O:11][C:12]1[CH:21]=[CH:20][C:19]2[CH2:18][CH2:17][CH2:16][CH2:15][C:14]=2[CH:13]=1)(=O)CC>>[OH:11][C:12]1[C:21]([C:12](=[O:11])[CH2:13][CH3:14])=[CH:20][C:19]2[CH2:18][CH2:17][CH2:16][CH2:15][C:14]=2[CH:13]=1

Participants

4

Reactant 3

HCID 5234Sodium ChlorideHCID 6451240Aluminum(III) ChlorideHCID 20304574HCID 20304574, compound

Product 1

HCID 20304531HCID 20304531, compoundYield 48.3%

Procedure

To a mixture of aluminium chloride (120 g) and sodium chloride (52.6 g) at 160° was added, over 10 minutes, the product of step (a) (60 g). The mixture was then heated at 180° for 30 minutes, cooled and poured onto ice. The precipitate was extracted into ether and the extract was filtered and evaporated. The residue was twice crystallised from petroleum ether (40°-60°) to give 5,6,7,8-tetrahydro-2-hydroxy-3-propionylnaphthalene, (14.5 g) as a pale brown solid, m.p. 57°-58°.

Workup

  1. additionwas added, over 10 minutes
  2. temperatureThe mixture was then heated at 180° for 30 minutes
  3. temperaturecooled
  4. additionpoured onto ice
  5. extractionThe precipitate was extracted into ether
  6. filtrationthe extract was filtered
  7. customevaporated
  8. customThe residue was twice crystallised from petroleum ether (40°-60°)

Sources & evidence

ORD record
ord-f58278ced87f4bd4879c5c80646aee5f
Source dataset
uspto-grants-1979_06
Patent number
US04159273

Reaction notes

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