1-Propanol → HCID 20484893, compound

HRID 647442Notes

Reaction equation

HRID 647442 reaction equation
[Cl:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([Cl:12])[CH:10]=2)[CH:5]=[C:4]([N:13]([C:15]2[CH:28]=[CH:27][C:18]([O:19][CH:20]([CH3:26])[C:21]([O:23][CH2:24][CH3:25])=[O:22])=[CH:17][CH:16]=2)[CH3:14])[N:3]=1.S(=O)(=O)(O)O.[CH2:34](O)CC>>[Cl:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([Cl:12])[CH:10]=2)[CH:5]=[C:4]([N:13]([C:15]2[CH:28]=[CH:27][C:18]([O:19][CH:20]([CH3:26])[C:21]([O:23][CH2:24][CH2:25][CH3:34])=[O:22])=[CH:17][CH:16]=2)[CH3:14])[N:3]=1

Participants

4

Reactant 3

HCID 10311-PropanolHCID 1118Sulfuric AcidHCID 13386227HCID 13386227, compound

Product 1

HCID 20484893HCID 20484893, compound

Procedure

A mixture of ethyl 2-{4-[N-(1,7-dichloroisoquinolin-3-yl)-N-methylamino]phenoxy}propionate (1.04 g), n-propanol and a trace of concentrated sulfuric acid was heated under reflux for 4 hours. The mixture was concentrated and then partitioned between dichloromethane and water. The dichloromethane layer was washed with water, dried over MgSO4 and evaporated to give n-propyl 2-{4-[N-(1,7-dichloroisoquinolin-3-yl)-N-methylamino]phenoxy}propionate (0.72 g) as a yellow oil.

Workup

  1. temperatureunder reflux for 4 hours
  2. concentrationThe mixture was concentrated
  3. custompartitioned between dichloromethane and water
  4. washThe dichloromethane layer was washed with water
  5. dry with materialdried over MgSO4
  6. customevaporated

Sources & evidence

ORD record
ord-28a6949ff04842dd8ca1beeb8ed8e049
Source dataset
uspto-grants-1983_10
Patent number
US04409017

Reaction notes

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