4-(4-methoxyphenyl)-N-(1-methylethyl)butylamine → HCID 20446958, compound

HRID 2417998Notes

Reaction equation

HRID 2417998 reaction equation
C[O:2][C:3]1[CH:8]=[CH:7][C:6]([CH2:9][CH2:10][CH2:11][CH2:12][NH:13][CH:14]([CH3:16])[CH3:15])=[CH:5][CH:4]=1>Br>[CH3:16][CH:14]([NH:13][CH2:12][CH2:11][CH2:10][CH2:9][C:6]1[CH:7]=[CH:8][C:3]([OH:2])=[CH:4][CH:5]=1)[CH3:15]

Participants

3

Reactant 1

HCID 204469294-(4-methoxyphenyl)-N-(1-methylethyl)butylamine

Product 1

HCID 20446958HCID 20446958, compoundYield 53.4%

Reagents, catalysts & solvents 1

HCID 260Hydrogen BromideSolvent

Procedure

4-[4-methoxyphenyl]-N-(1-methylethyl)butylamine (10 g) was added to 48% hydrobromic acid solution (70 ml) and the mixture was refluxed for 3 hours. The residual hydrobromic hydrogen acid was distilled off in vacuo and the residue was made alkaline with 10% sodium carbonate solution. The product was filtered, washed with water and dried to give 5.0 g of 4-[4-(1-methylethyl)aminobutyl]phenol. Mass spectrum and gas chromatography confirmed the identity and purity (93.5%) of the product.

Workup

  1. temperaturethe mixture was refluxed for 3 hours
  2. distillationThe residual hydrobromic hydrogen acid was distilled off in vacuo
  3. filtrationThe product was filtered
  4. washwashed with water
  5. customdried

Sources & evidence

ORD record
ord-fa498fab554c422aa8bf4b953a666ce5
Source dataset
uspto-grants-1984_09
Patent number
US04471116

Reaction notes

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