Benzylamine → Benzyl-(1-amino-3-chloro-2-propanol)

HRID 638111Notes

Reaction equation

HRID 638111 reaction equation
[CH2:1]([CH:3]1[O:5][CH2:4]1)[Cl:2].[CH2:6]([NH2:13])[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1>C1CCCCC1>[CH2:6]([NH:13][CH2:4][CH:3]([OH:5])[CH2:1][Cl:2])[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1

Participants

4

Reactant 2

HCID 7504BenzylamineHCID 7835Epichlorohydrin

Product 1

HCID 173441Benzyl-(1-amino-3-chloro-2-propanol)Yield 55%

Reagents, catalysts & solvents 1

HCID 8078CyclohexaneSolvent

Procedure

46.25 g of epichlorohydrin, 33.5 g of benzylamine and 250 ml of cyclohexane were stirred together at ambient temperature for 24 hours. The precipitate formed was filtered off and recrystallized from toluene to give N-benzyl-3-amino-1-chloropropan-2-ol (1A), as a crystalline solid, m.p.: 70°-71° C., in 55% yield.

Workup

  1. customThe precipitate formed
  2. filtrationwas filtered off
  3. customrecrystallized from toluene

Sources & evidence

ORD record
ord-b1815e40296d4763a2b5df67d57fabd1
Source dataset
uspto-grants-1985_12
Patent number
US04560507

Reaction notes

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