Hydrochloric Acid → HCID 178515651, compound

HRID 384096Notes

Reaction equation

HRID 384096 reaction equation
[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]#[C:16][C:17]([O:19]CC)=O)=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl.[OH:23][NH2:24].CO.[OH-].[K+].Cl>CO.O>[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2[O:23][N:24]=[C:17]([OH:19])[CH:16]=2)=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 443297Hydroxyamine hydrochlorideHCID 23689386Potassium hydroxide methanolHCID 67972381HCID 67972381, compound

Product 1

HCID 178515651HCID 178515651, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

To a solution of ethyl 3-(4-(benzyloxy)phenyl)-2-propinoate (1.46 g) in methanol (30 ml), 1.45 g of hydroxyamine hydrochloride and 6.25 ml of 5M potassium hydroxide methanol were added, and the reaction solution was stirred overnight at room temperature. The solvent was distilled off under reduced pressure, the residue obtained was suspended in water, and the suspension was adjusted to pH 2-3 with a 2N aqueous hydrochloric acid solution. The resultant solid was obtained by filtration to afford the title compound as a light brown solid.

Workup

  1. distillationThe solvent was distilled off under reduced pressure
  2. customthe residue obtained
  3. customThe resultant solid was obtained by filtration

Sources & evidence

ORD record
ord-7b8cf366dd094b8eb8e1ecadd3694050
Source dataset
uspto-grants-2013_02
Patent number
US08367708B2

Reaction notes

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