Sodium Hydroxide → HCID 13472121, compound

HRID 1981130Notes

Reaction equation

HRID 1981130 reaction equation
[Br:1][CH2:2][CH2:3][CH2:4][C:5](Cl)=[O:6].[NH:8]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[CH2:11][CH2:10][CH2:9]1.[OH-].[Na+]>CCOCC>[Br:1][CH2:2][CH2:3][CH2:4][C:5]([N:8]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[CH2:11][CH2:10][CH2:9]1)=[O:6]

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 694601,2,3,4-TetrahydroquinolineHCID 702254-Bromobutyryl chloride

Product 1

HCID 13472121HCID 13472121, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

A solution of 4-bromobutyryl chloride (3.4 g) in ether (25 ml) was added to a mixture of 1,2,3,4-tetrahydroquinoline (6.8 g), ether (20 ml) and 10% aqueous sodium hydroxide (34 ml). The mixture was refluxed with stirring for 3 hours then the ethereal solution was washed with dilute hydrochloric acid, dried and evaporated to yield the title compound as an oil.

Workup

  1. temperatureThe mixture was refluxed
  2. washthe ethereal solution was washed with dilute hydrochloric acid
  3. customdried
  4. customevaporated

Sources & evidence

ORD record
ord-b0b8ad199ab64682b250d691addbdde5
Source dataset
uspto-grants-1985_04
Patent number
US04512990

Reaction notes

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