1-Propanol → HCID 13117119, compound

HRID 354561Notes

Reaction equation

HRID 354561 reaction equation
[OH-:1].[K+].C([O:5][C:6]([N:8]1[CH2:17][CH:16]([O:18][C:19]2[CH:24]=[CH:23][CH:22]=[C:21]([C:25]([F:28])([F:27])[F:26])[CH:20]=2)[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[CH2:9]1)=[O:7])C.[CH2:29]([OH:32])[CH2:30][CH3:31]>O>[C:6]([OH:7])(=[O:5])/[CH:31]=[CH:30]\[C:29]([OH:1])=[O:32].[F:28][C:25]([F:26])([F:27])[C:21]1[CH:20]=[C:19]([CH:24]=[CH:23][CH:22]=1)[O:18][CH:16]1[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[CH2:9][NH:8][CH2:17]1

Participants

5

Reactant 3

HCID 10311-PropanolHCID 14797Potassium HydroxideHCID 13117112HCID 13117112, compound

Product 1

HCID 13117119HCID 13117119, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a solution of potassium hydroxide (14.0 g, 0.25 mole) in 14 ml water, is added a solution of 2-ethoxycarbonyl-1,2,3,4-tetrahydro-4-(m-trifluoromethylphenoxy) isoquinoline of Example 13 (11.5 g, 0.0315 mole) in 170 ml n-propanol, and the mixture is stirred at reflux for four hours. After cooling, the solvent is evaporated to a semi-solid, which is stirred with 500 ml water for fifteen minutes, then extracted with ether. The ether extract is washed twice with water, then dried (saturated NaCl, anhydrous MgSO4).

Workup

  1. temperatureat reflux for four hours
  2. temperatureAfter cooling
  3. customthe solvent is evaporated to a semi-solid, which
  4. stirringis stirred with 500 ml water for fifteen minutes
  5. extractionextracted with ether
  6. extractionThe ether extract
  7. washis washed twice with water
  8. dry with materialdried (saturated NaCl, anhydrous MgSO4)

Sources & evidence

ORD record
ord-e970e9a3984d406191d73de00515b90c
Source dataset
uspto-grants-1983_03
Patent number
US04375471

Reaction notes

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