Hydrochloric Acid → HCID 22039970, compound

HRID 1066597Notes

Reaction equation

HRID 1066597 reaction equation
[CH:1](Cl)(Cl)Cl.[CH3:5][CH2:6][C:7]([C:9]1[CH:14]=[CH:13][C:12](O)=[CH:11][CH:10]=1)=[O:8].Cl.[OH2:17].[OH-:18].[Na+]>>[OH:17][C:12]1[CH:13]=[CH:14][C:9]([C:7](=[O:8])[CH2:6][CH3:5])=[CH:10][C:11]=1[CH:1]=[O:18]

Participants

6

Reactant 5

HCID 313Hydrochloric AcidHCID 962WaterHCID 6212Chloroform2×HCID 62714'-HydroxypropiophenoneHCID 14798Sodium Hydroxide

Product 1

HCID 22039970HCID 22039970, compound

Procedure

21 ml of CHCl3 were added dropwise within 30 minutes to a suspension, heated to 55° C., of 20 g of 4-hydroxypropiophenone in 95 ml of 28% NaOH. The yellow suspension was heated for 1.5 hrs. to 55° C. Then, a further 5 ml of CHCl3 were added dropwise. After a further 5 hours at 60° C. the mixture was left to cool to room temperature and poured into 70 ml of concentrated hydrochloric acid and 200 ml of water. A yellow precipitate formed and was filtered off. The crude product remaining was isolated from the filtrate by extraction. Solid and extract were combined and purified by chromatography on silica gel. There were obtained 2.24 g of 2-hydroxy-5-propionyl-benzaldehyde as a greenish solid.

Workup

  1. temperatureThe yellow suspension was heated for 1.5 hrs
  2. customto 55° C
  3. customA yellow precipitate formed
  4. filtrationwas filtered off
  5. customThe crude product remaining was isolated from the filtrate by extraction
  6. extractionSolid and extract
  7. custompurified by chromatography on silica gel

Sources & evidence

ORD record
ord-50c8972d01524c8586d6c97fd1ddc13e
Source dataset
uspto-grants-2001_06
Patent number
US06242644B1

Reaction notes

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