Butyl bromide → HCID 15066010, compound

HRID 343250Notes

Reaction equation

HRID 343250 reaction equation
[OH:1][C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([C:12]([OH:14])=[O:13])[CH:8]=2)[CH:3]=1.C(=O)([O-])[O-].[Na+].[Na+].[CH2:21](Br)[CH2:22][CH2:23][CH3:24]>CN(C)C=O>[OH:1][C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([C:12]([O:14][CH2:21][CH2:22][CH2:23][CH3:24])=[O:13])[CH:8]=2)[CH:3]=1

Participants

5

Reactant 3

HCID 8002Butyl bromideHCID 10340Sodium CarbonateHCID 855576-Hydroxy-2-naphthoic acid

Product 1

HCID 15066010HCID 15066010, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
70 °C

Procedure

The mixture of 2-hydroxy-6-naphthoic acid of 18.8 g, N,N-dimethylformamide of 150 g and anhydrous sodium carbonate of 13.3 g was heated to 70° C., and n-butyl bromide of 16.4 g was dropwise added thereto in one hour. After finishing dropwise adding, the suspension was further stirred at 70° to 80° C. for 6 hours. The reaction mixture was cooled down to room temperature and filtrated off the inorganic salt. Then the filtrate was discharged into water of 1000 g. The deposited solid was separated, and sludging was carried out in n-hexane, whereby n-butyl 2-hydroxy-6-naphthoate of 22.0 g was obtained in the form of brown crystal.

Workup

  1. additionAfter finishing dropwise adding
  2. temperatureThe reaction mixture was cooled down to room temperature
  3. filtrationfiltrated off the inorganic salt
  4. customThe deposited solid was separated

Sources & evidence

ORD record
ord-b0d790d20b304687ad6aaa061e82b549
Source dataset
uspto-grants-1999_01
Patent number
US05861108

Reaction notes

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