Hydrochloric Acid → HCID 584994, compound

HRID 398016Notes

Reaction equation

HRID 398016 reaction equation
[CH3:1][O:2][C:3]1[CH:11]=[CH:10][CH:9]=[CH:8][C:4]=1[C:5](Cl)=[O:6].[OH:12][CH2:13][C:14]([C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)=[O:15].Cl>N1C=CC=CC=1>[CH3:1][O:2][C:3]1[CH:11]=[CH:10][CH:9]=[CH:8][C:4]=1[C:5]([O:12][CH2:13][C:14]([C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)=[O:15])=[O:6]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 68490alpha-HydroxyacetophenoneHCID 889692-Methoxybenzoyl chloride

Product 1

HCID 584994HCID 584994, compoundYield 89.6%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Conditions

Temperature
60 °C

Procedure

2-Methoxybenzoyl chloride (about 51 g) from Example 1a was added dropwise to a mixture of 2-hydroxyacetophenone (27.2 g, 24.1 ml, 0.20 mol) and pyridine (40 ml). The reaction mixture was warmed to about 60° C. exothermically. After stirring for 15 minutes, the reaction mixture was poured onto a mixture of ice (800 g) and 36% hydrochloric acid (120 ml). The solid was filtered off, washed with water, and dried. The crude product was crystallized from methanol to yield 48.4 g (89.6%) of the compound (m.p.: 78-79° C.).

Workup

  1. filtrationThe solid was filtered off
  2. washwashed with water
  3. customdried
  4. customThe crude product was crystallized from methanol

Sources & evidence

ORD record
ord-a19d9f6c87f2437ca159bf0317799e60
Source dataset
uspto-grants-2003_08
Patent number
US06610738B2

Reaction notes

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