Hydrochloric Acid → HCID 59348986, compound

HRID 884642Notes

Reaction equation

HRID 884642 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=[O:10])[CH3:9])=[CH:4][C:3]=1[CH3:11].[OH-].[Na+].[CH3:14][C:15]1[O:19][N:18]=[C:17]([CH:20]=O)[CH:16]=1.Cl>CCO.O>[OH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=[O:10])/[CH:9]=[CH:20]/[C:17]2[CH:16]=[C:15]([CH3:14])[O:19][N:18]=2)=[CH:4][C:3]=1[CH3:11]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 701354'-Hydroxy-3'-methylacetophenoneHCID 27952225-Methyl-1,2-oxazole-3-carbaldehyde

Product 1

HCID 59348986HCID 59348986, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

To a mixture of commercially available 4′-hydroxy-3′-methylacetophenone (700 mg, 4.66 mmol) and NaOH (365 mg, 9.1 mmol) in 10 mL of absolute EtOH was added commercially available 5-methylisoxazole-3-carbaldehyde (518 mg, 4.66 mmol). The reaction mixture was stirred at room temperature for 18 hr. 5 mL of water was added and the reaction mixture was acidified with concentrated HCl to pH 5-6. The precipitate was filtered, washed with water and dried to give (E)-1-(4-hydroxy-3-methylphenyl)-3-(5-methylisoxazol-3-yl)prop-2-en-1-one. MS (EI) for C14H13NO3: 244 (MH+).

Workup

  1. filtrationThe precipitate was filtered
  2. washwashed with water
  3. customdried

Sources & evidence

ORD record
ord-0e4141ad551947dabfe6fbb8a4aedcca
Source dataset
uspto-grants-2012_08
Patent number
US08242129B2

Reaction notes

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