Potassium → 1-(3-Isopropyl-2-phenyl-5-oxazolidinylmethoxy)-7-methoxyisoquinoline

HRID 616346Notes

Reaction equation

HRID 616346 reaction equation
[K].Cl[C:3]1[C:12]2[C:7](=[CH:8][CH:9]=[C:10]([O:13][CH3:14])[CH:11]=2)[CH:6]=[CH:5][N:4]=1.[OH:15][CH2:16][CH:17]1[O:21][CH:20]([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[N:19]([CH:28]([CH3:30])[CH3:29])[CH2:18]1>C(O)(C)(C)C>[CH:28]([N:19]1[CH2:18][CH:17]([CH2:16][O:15][C:3]2[C:12]3[C:7](=[CH:8][CH:9]=[C:10]([O:13][CH3:14])[CH:11]=3)[CH:6]=[CH:5][N:4]=2)[O:21][CH:20]1[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)([CH3:30])[CH3:29]

Participants

5

Reactant 3

HCID 5462222PotassiumHCID 125661982-Phenyl-3-isopropyl-5-hydroxymethyloxazolidineHCID 222501811-Chloro-7-methoxyisoquinoline

Product 1

HCID 203698011-(3-Isopropyl-2-phenyl-5-oxazolidinylmethoxy)-7-methoxyisoquinoline

Reagents, catalysts & solvents 1

HCID 6386tert-ButanolSolvent

Procedure

0.3 g of potassium are dissolved in 15 cc of absolute tert.butanol, and 1.5 g of 1-chloro-7-methoxyisoquinoline and 1.7 g of 5-hydroxymethyl-3-isopropyl-2-phenyl-oxazolidine are added. The solution is heated to 50° for 1 hour, whereupon it is evaporated to dryness. The product is digested with water, extracted with ether, the ether phase is dried and the ether is distilled off. 1-(3-isopropyl-2-phenyl-5-oxazolidinylmethoxy)-7-methoxyisoquinoline is obtained as an oil.

Workup

  1. temperatureThe solution is heated to 50° for 1 hour, whereupon it
  2. customis evaporated to dryness
  3. extractionextracted with ether
  4. dry with materialthe ether phase is dried
  5. distillationthe ether is distilled off

Sources & evidence

ORD record
ord-d9cd9279a49b469c95c1d0b594710e72
Source dataset
uspto-grants-1978_02
Patent number
US04073909

Reaction notes

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