Water → HCID 131715438, compound

HRID 620011Notes

Reaction equation

HRID 620011 reaction equation
[Br:1][C:2](=[O:7])[CH:3](Cl)[CH2:4][CH3:5].[NH:8]1[C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[CH2:12][CH2:11][C:9]1=[O:10].[Cl-].[Al+3].[Cl-].[Cl-].O>C(Cl)Cl>[Br:1][C:2](=[O:7])[CH:3]([C:15]1[CH:14]=[C:13]2[C:18](=[CH:17][CH:16]=1)[NH:8][C:9](=[O:10])[CH2:11][CH2:12]2)[CH2:4][CH3:5]

Participants

6

Reactant 4

HCID 962WaterHCID 64796HydrocarbostyrilHCID 6451240Aluminum(III) ChlorideHCID 119095438HCID 119095438, compound

Product 1

HCID 131715438HCID 131715438, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A solution of α-bromobutanoyl chloride (78.9 g) in methylene chloride (50 ml) is added to a stirred mixture of 3,4-dihydrocarbostyril (31.3 g) and aluminum chloride (59.6 g) in methylene chloride (300 ml). The reaction mixture is stirred at reflux for about 3.5 hours, cooled, poured into a mixture of ice and water, resulting in the formation of a white precipitate which is filtered, washed with water, dried, and recrystallized from isopropanol, affording the desired product.

Workup

  1. temperatureat reflux for about 3.5 hours
  2. temperaturecooled
  3. customresulting in the formation of a white precipitate which
  4. filtrationis filtered
  5. washwashed with water
  6. customdried
  7. customrecrystallized from isopropanol

Sources & evidence

ORD record
ord-a72e455a00f747e9b16dab7ea2d07b2b
Source dataset
uspto-grants-1989_04
Patent number
US04818755

Reaction notes

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