HCID 20304551, compound → HCID 14147379, compound

HRID 236947Notes

Reaction equation

HRID 236947 reaction equation
[C:1]([C:4]1[CH:13]=[C:12]2[C:7]([CH2:8][CH2:9][CH2:10][CH2:11]2)=[C:6]([CH2:14][CH:15]=[CH2:16])[C:5]=1[OH:17])(=[O:3])[CH3:2].[H][H]>[Pd].C(O)C>[C:1]([C:4]1[CH:13]=[C:12]2[C:7]([CH2:8][CH2:9][CH2:10][CH2:11]2)=[C:6]([CH2:14][CH2:15][CH3:16])[C:5]=1[OH:17])(=[O:3])[CH3:2]

Participants

5

Reactant 2

HCID 20304551HCID 20304551, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 14147379HCID 14147379, compoundYield 82.8%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

5% Palladium/carbon catalyst (9 g) was added to a solution of the product of step (b) (115 g) in ethanol (500 ml). The mixture was shaken with hydrogen at an overpressure of 4 to 5 psi at room temperature for 1 hour. The catalyst was removed by filtration and the filtrate concentrated and cooled. The precipitated solid was filtered off and dried to give 7-acetyl-6-hydroxy-5-propyl-1,2,3,4-tetrahydronaphthalene (96 g), mp 52°-53°.

Workup

  1. customThe catalyst was removed by filtration
  2. concentrationthe filtrate concentrated
  3. temperaturecooled
  4. filtrationThe precipitated solid was filtered off
  5. customdried

Sources & evidence

ORD record
ord-08fe9e7af7f84dc9b70df274bb8fc105
Source dataset
uspto-grants-1979_06
Patent number
US04159273

Reaction notes

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