Hydrochloric Acid → HCID 69296468, compound

HRID 884440Notes

Reaction equation

HRID 884440 reaction equation
[ClH:1].C[O:3][C:4](=[O:19])[C:5]1[CH:10]=[CH:9][C:8]([CH2:11][N:12]2[CH2:17][CH2:16][O:15][CH2:14][CH2:13]2)=[CH:7][C:6]=1[OH:18].[OH-].[NH4+].Cl>CO>[ClH:1].[OH:18][C:6]1[CH:7]=[C:8]([CH2:11][N:12]2[CH2:13][CH2:14][O:15][CH2:16][CH2:17]2)[CH:9]=[CH:10][C:5]=1[C:4]([OH:19])=[O:3]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14923Ammonium HydroxideHCID 69295131HCID 69295131, compound

Product 1

HCID 69296468HCID 69296468, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
60 °C

Procedure

A solution of 2-hydroxy-4-morpholin-4-ylmethyl-benzoic acid methyl ester hydrochloride (75 mg, 0.26 mmol) in MeOH (0.5 mL) was treated with ammonium hydroxide (1 mL) and stirred in a sealed vial for 2 h at 60° C. After cooling, the reaction mixture was concentrated under a stream of nitrogen to approximately ¼ the original volume and was treated with 1 M HCl (0.25 mL, 0.25 mmol). The solid that formed was collected by filtration and recrystallized from water to yield the white crystalline product.

Workup

  1. temperatureAfter cooling
  2. concentrationthe reaction mixture was concentrated under a stream of nitrogen
  3. customThe solid that formed
  4. filtrationwas collected by filtration
  5. customrecrystallized from water
  6. customto yield the white crystalline product

Sources & evidence

ORD record
ord-0d438532971a46fd929b624547ee0077
Source dataset
uspto-grants-2012_08
Patent number
US08242115B2

Reaction notes

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