Hydrochloric Acid → HCID 66611351, compound

HRID 2204695Notes

Reaction equation

HRID 2204695 reaction equation
[Br:1][C:2]1[C:17]([CH2:18][N:19]2[CH2:24][CH2:23][O:22][CH2:21][CH2:20]2)=[CH:16][C:5]([C:6]([O:8]CC2C=CC=CC=2)=[O:7])=[C:4]([O:25][CH2:26][C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[CH:3]=1.[OH-].[Li+].O.Cl>O1CCCC1>[Br:1][C:2]1[C:17]([CH2:18][N:19]2[CH2:20][CH2:21][O:22][CH2:23][CH2:24]2)=[CH:16][C:5]([C:6]([OH:8])=[O:7])=[C:4]([O:25][CH2:26][C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[CH:3]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 3939Lithium HydroxideHCID 86694929HCID 86694929, compound

Product 1

HCID 66611351HCID 66611351, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
40 °C

Procedure

To a solution of phenylmethyl 4-bromo-5-(4-morpholinylmethyl)-2-[(phenylmethyl)oxy]benzoate (may be prepared as described in Description 34; 305 mg, 0.61 mmol) in tetrahydrofuran (6 ml) was added lithium hydroxide (44.1 mg, 1.84 mmol) and water (1.5 ml). The mixture was stirred at 40° C. overnight, cooled and 2N HCl added. The solvent was removed, water (3 ml) was added and the product filtered to yield the title compound as a white solid which was used directly in the next step without further purification. 170 mg.

Workup

  1. temperaturecooled
  2. customThe solvent was removed
  3. additionwater (3 ml) was added
  4. filtrationthe product filtered

Sources & evidence

ORD record
ord-63b61e30d6ee4fc39f7918b663eb0985
Source dataset
uspto-grants-2016_06
Patent number
US09365551B2

Reaction notes

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