Formaldehyde → HCID 86637497, compound

HRID 1676510Notes

Reaction equation

HRID 1676510 reaction equation
[NH:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[N:2]1.[C:10]1([CH2:16][CH2:17][CH2:18][NH2:19])[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.[CH2:20]=O>ClCCl>[N:1]1([CH2:20][NH:19][CH2:18][CH2:17][CH2:16][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[N:2]1

Participants

5

Reactant 3

HCID 712FormaldehydeHCID 162593-PhenylpropylamineHCID 178418385HCID 178418385, compound

Product 1

HCID 86637497HCID 86637497, compoundYield 10.7%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To the mixture of 8.8 g (0.74 mole) benzotriazole and 10 g (0.74 mole) of phenylpropylamine in 200 mL of dichloromethane was added dropwise 6.0 mL (0.74 mole) of 37% aqueous formaldehyde. The reaction mixture was stirred at room temperature overnight. The solution was dried over calcium chloride, filtered and concentrated under pressure. Hexane was added under ice-cooled bath and the resulting solid was collected by filtration and washed with hexane dried to give 21.0 g of benzotriazol-1-ylmethyl-(3-phenyl-propyl)-amine as an oil.

Workup

  1. dry with materialThe solution was dried over calcium chloride
  2. filtrationfiltered
  3. concentrationconcentrated under pressure
  4. additionHexane was added under ice-
  5. temperaturecooled bath
  6. filtrationthe resulting solid was collected by filtration
  7. washwashed with hexane
  8. customdried

Sources & evidence

ORD record
ord-f0ff044eb7b044d4a22e03b3a197c257
Source dataset
uspto-grants-2011_08
Patent number
US08003785B2

Reaction notes

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