Isopropylamine → 4-[3-(1-Methylethyl)aminopropyl]phenol

HRID 2417997Notes

Reaction equation

HRID 2417997 reaction equation
[CH3:1][CH:2]([NH:4]CCC1C=CC(O)=CC=1)[CH3:3].Br[CH2:15][CH2:16][CH2:17][C:18]1[CH:23]=[CH:22][C:21]([OH:24])=[CH:20][CH:19]=1.C(N)(C)C>>[CH3:1][CH:2]([NH:4][CH2:15][CH2:16][CH2:17][C:18]1[CH:23]=[CH:22][C:21]([OH:24])=[CH:20][CH:19]=1)[CH3:3]

Participants

4

Reactant 3

HCID 6363IsopropylamineHCID 4175994-[2-(1-Methylethyl)aminoethyl]phenolHCID 148170364-(3-Bromopropyl)phenol

Product 1

HCID 204469574-[3-(1-Methylethyl)aminopropyl]phenolYield 97.9%

Procedure

Under the conditions outlined above for the preparation of 4-[2-(1-methylethyl)aminoethyl]phenol, 4-(3-bromopropyl)phenol was reacted with isopropylamine. The crude product was distilled in a Kugelrohr apparatus (150°; 1 mm) and the distillate was crystallized from ether to give 4-[3-(1-methylethyl)aminopropyl]phenol (97.9% pure by gas chromatography).

Workup

  1. distillationThe crude product was distilled in a Kugelrohr apparatus (150°; 1 mm)
  2. customthe distillate was crystallized from ether

Sources & evidence

ORD record
ord-dd2f28a8c0d1483faea80e8d534fd750
Source dataset
uspto-grants-1984_09
Patent number
US04471116

Reaction notes

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