Sodium Hydroxide → HCID 14774142, compound

HRID 345922Notes

Reaction equation

HRID 345922 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:10]=[CH:11][C:12]=1[O:13][CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[C:17]([O:21][CH2:22][C:23]2[CH:32]=[CH:31][C:30]3[C:25](=[CH:26][CH:27]=[CH:28][CH:29]=3)[N:24]=2)[CH:16]=1)[C:6]([O:8]C)=[O:7].[OH-].[Na+]>C1COCC1.O>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:10]=[CH:11][C:12]=1[O:13][CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[C:17]([O:21][CH2:22][C:23]2[CH:32]=[CH:31][C:30]3[C:25](=[CH:26][CH:27]=[CH:28][CH:29]=3)[N:24]=2)[CH:16]=1)[C:6]([OH:8])=[O:7]

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 10296250HCID 10296250, compound

Product 1

HCID 14774142HCID 14774142, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Conditions

Temperature
60 °C

Procedure

A mixture of 2.6 g of methyl 3-methoxy-4-[3-(2-quinolinylmethyloxy)benzyloxy]benzoate and 0.6 g of NaOH in 15 ml of THF and 2 ml of H2O are heated at 60° C. overnight. The reaction mixture is diluted with 20 ml of HO and acidified to pH 4. The product is collected on a filter and dried to give 3-methoxy-4-(3-(2-quinolinylmethyloxy)benzyloxy)benzoic acid. (M.P. 188°-190° C.)

Workup

  1. additionThe reaction mixture is diluted with 20 ml of HO
  2. customThe product is collected on
  3. filtrationa filter
  4. customdried

Sources & evidence

ORD record
ord-1c918cc290c34801b99ef24fe0ca78bd
Source dataset
uspto-grants-1991_10
Patent number
US05059610

Reaction notes

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