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Hydrochloric Acid → HCID 54752977, compound

HRID 1983846
Notes
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Reaction equation

HRID 1983846 reaction equation
[OH-].[Na+].C([O:5][C:6](=[O:28])[CH2:7][C:8]1[C:9](=[O:27])[O:10][C:11]2[C:16]([C:17]=1[C:18]1[CH:23]=[CH:22][CH:21]=[C:20]([Br:24])[CH:19]=1)=[CH:15][C:14]([CH3:25])=[C:13]([Cl:26])[CH:12]=2)C.Cl>C(O)C>[Br:24][C:20]1[CH:19]=[C:18]([C:17]2[C:16]3[C:11](=[CH:12][C:13]([Cl:26])=[C:14]([CH3:25])[CH:15]=3)[O:10][C:9](=[O:27])[C:8]=2[CH2:7][C:6]([OH:28])=[O:5])[CH:23]=[CH:22][CH:21]=1
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 54752976HCID 54752976, compound

Product 1

HCID 54752977HCID 54752977, compoundYield 96.4%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
70 °C

Procedure

2N NaOH (51.6 ml) was added to a mixture of ethyl[4-(3-bromophenyl)-7-chloro-6-methyl-2-oxo-2H-chromen-3-yl]acetate (15 g) and ethanol (135 ml), and the mixture was stirred at 70° C. for 1 hour. After the mixture was cooled to 25° C., pH was adjusted to 2.0 by adding 6N HCl (17.7 ml) dropwise at the same temperature to make crystals precipitate. After the mixture was stirred at 25° C. for 1 hour, crystals were collected, washed with ethanol/water (2/1, 30 ml) and dried under reduced pressure to obtain the title compound (13.5 g, yield 96.4%).

Workup

  1. temperatureAfter the mixture was cooled to 25° C.
  2. stirringAfter the mixture was stirred at 25° C. for 1 hour
  3. customcrystals were collected
  4. washwashed with ethanol/water (2/1, 30 ml)
  5. customdried under reduced pressure

Sources & evidence

ORD record
ord-1f50e53114924fe4a49701a21c7c028b
Source dataset
uspto-grants-2009_06
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07541478B2

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes