1,4-Dibromobutane → HCID 20265982, compound

HRID 1719864Notes

Reaction equation

HRID 1719864 reaction equation
Br[CH2:2][CH2:3][CH2:4][CH2:5]Br.[NH2:7][C:8]1[C:17]2[C:12](=[C:13]([O:18][CH3:19])[CH:14]=[CH:15][CH:16]=2)[CH:11]=[CH:10][CH:9]=1.C(=O)([O-])[O-].[Na+].[Na+]>C1COCC1>[CH3:19][O:18][C:13]1[CH:14]=[CH:15][CH:16]=[C:17]2[C:12]=1[CH:11]=[CH:10][CH:9]=[C:8]2[N:7]1[CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

5

Reactant 3

HCID 80561,4-DibromobutaneHCID 10340Sodium CarbonateHCID 2355485-methoxynaphthalen-1-amine

Product 1

HCID 20265982HCID 20265982, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

1,4-Dibromobutane (220 g) is added dropwise to a stirred suspension of 1-amino-5-methoxynaphthalene (170 g) and sodium carbonate (200 g) in THF (300 ml), while maintaining the reaction temperature at less than 10° C. When the addition is complete, the stirred mixture is allowed to reach RT and refluxed overnight.

Workup

  1. temperaturewhile maintaining the reaction temperature at less than 10° C
  2. additionWhen the addition
  3. customto reach RT
  4. temperaturerefluxed overnight

Sources & evidence

ORD record
ord-db8ef6b0d17342f59f8e46db4e4dbe83
Source dataset
uspto-grants-1985_09
Patent number
US04543352

Reaction notes

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