Hexylamine → HCID 69460565, compound

HRID 1969162Notes

Reaction equation

HRID 1969162 reaction equation
[OH:1][C:2]1[CH:11]=[CH:10][C:9]([OH:12])=[CH:8][C:3]=1[C:4]([O:6]C)=O.[CH2:13]([NH2:19])[CH2:14][CH2:15][CH2:16][CH2:17][CH3:18]>>[CH2:13]([NH:19][C:4](=[O:6])[C:3]1[CH:8]=[C:9]([OH:12])[CH:10]=[CH:11][C:2]=1[OH:1])[CH2:14][CH2:15][CH2:16][CH2:17][CH3:18]

Participants

3

Reactant 2

HCID 8102HexylamineHCID 75077Methyl Gentisate

Product 1

HCID 69460565HCID 69460565, compound

Conditions

Temperature
60 °C

Procedure

Methyl 2,5-dihydroxybenzoate (1 g) is dissolved in 10 mL of n-hexylamine. After overnight heating in an oil bath (60° C.), the mixture is cooled to room temperature. n-Hexylamine is removed under reduced pressure. The residue is dissolved in ethyl acetate and further extracted with 1 N HCl. The organic layer is extracted with saturated sodium bicarbonate and dried over anhydrous sodium sulfate. Solvent is removed under reduced pressure to yield the product as an off-white powder.

Workup

  1. temperaturethe mixture is cooled to room temperature
  2. customn-Hexylamine is removed under reduced pressure
  3. dissolutionThe residue is dissolved in ethyl acetate
  4. extractionfurther extracted with 1 N HCl
  5. extractionThe organic layer is extracted with saturated sodium bicarbonate
  6. dry with materialdried over anhydrous sodium sulfate
  7. customSolvent is removed under reduced pressure

Sources & evidence

ORD record
ord-25dbc57c3db940b188553842ba0102e8
Source dataset
uspto-grants-2013_04
Patent number
US08426466B2

Reaction notes

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