5,6,7,8-Tetrahydro-1-naphthol → 5,6,7,8-Tetrahydro-1-naphthyl-nicotinate

HRID 1648746Notes

Reaction equation

HRID 1648746 reaction equation
[C:1]1([OH:11])[C:10]2[CH2:9][CH2:8][CH2:7][CH2:6][C:5]=2[CH:4]=[CH:3][CH:2]=1.Cl.[C:13](Cl)(=[O:20])[C:14]1[CH:19]=[CH:18][CH:17]=[N:16][CH:15]=1>N1C=CC=CC=1>[C:1]1([O:11][C:13](=[O:20])[C:14]2[CH:19]=[CH:18][CH:17]=[N:16][CH:15]=2)[C:10]2[CH2:9][CH2:8][CH2:7][CH2:6][C:5]=2[CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 2

HCID 682585,6,7,8-Tetrahydro-1-naphtholHCID 884383-Pyridinecarbonyl chloride, hydrochloride (1:1)

Product 1

HCID 129401155,6,7,8-Tetrahydro-1-naphthyl-nicotinate

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Conditions

Temperature
30 °C

Procedure

7 g (47 mmol) of 5,6,7,8-tetrahydro-1-naphthol and 9 g (50 mmol) of nicotinic acid chloride hydrochloride was mixed with 130 ml of dry pyridine and stirred for 24 hours at 30° C. After cooling precipitated pyridine hydrochloride was sucked off, and the filtrate mixed with 300 ml of water. The precipitated raw product was washed with two 200 ml portions of water and recrystallized from methanol.

Workup

  1. temperatureAfter cooling
  2. customprecipitated pyridine hydrochloride
  3. additionthe filtrate mixed with 300 ml of water
  4. customThe precipitated raw product
  5. washwas washed with two 200 ml portions of water
  6. customrecrystallized from methanol

Sources & evidence

ORD record
ord-ba5c22cef6a84295881f36315572ab19
Source dataset
uspto-grants-1983_11
Patent number
US04412998

Reaction notes

Loading…