Hydrochloric Acid → HCID 18366001, compound

HRID 380736Notes

Reaction equation

HRID 380736 reaction equation
[CH3:1][O:2][C:3]1[CH:10]=[CH:9][C:6]([C:7]#N)=[CH:5][C:4]=1[O:11][CH:12]1[CH:16]([O:17][CH3:18])[CH2:15][O:14][CH2:13]1.[OH-:19].[K+].[OH2:21].Cl>OCC(CO)O>[CH3:1][O:2][C:3]1[CH:10]=[CH:9][C:6]([C:7]([OH:21])=[O:19])=[CH:5][C:4]=1[O:11][CH:12]1[CH:16]([O:17][CH3:18])[CH2:15][O:14][CH2:13]1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 14797Potassium HydroxideHCID 18366007HCID 18366007, compound

Product 1

HCID 18366001HCID 18366001, compound

Reagents, catalysts & solvents 1

HCID 753GlycerolSolvent

Procedure

2.0 g (8.0 mmol) of 4-methoxy-3-(4-methoxytetrahydrofuran-3-yloxy)benzonitrile (A6) and 4.2 g (80.0 mmol) of potassium hydroxide are heated at 140° C. for 3 h in 20 ml of glycerol. The mixture is treated with 50 ml of water and acidified by dropwise addition of 40 ml of 2 N hydrochloric acid with ice-cooling. It is subsequently stirred for 1 h, filtered and the precipitate is washed with ice water. 1.79 g of the title compound of m.p. 166-168° C. are obtained.

Workup

  1. temperaturecooling
  2. filtrationfiltered
  3. washthe precipitate is washed with ice water

Sources & evidence

ORD record
ord-8a6c30b1a2c84a0b9afd1670a788e408
Source dataset
uspto-grants-2001_10
Patent number
US06303789B1

Reaction notes

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