Formaldehyde → HCID 86637496, compound

HRID 1676508Notes

Reaction equation

HRID 1676508 reaction equation
[NH:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[N:2]1.[CH2:10]([NH2:18])[CH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.[CH2:19]=O>CCOCC>[N:1]1([CH2:19][NH:18][CH2:10][CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=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 1001PhenethylamineHCID 178418385HCID 178418385, compound

Product 1

HCID 86637496HCID 86637496, compoundYield 101.1%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

To a mixture of 17.7 g (0.149 mole) benzotriazole and 18 g (0.149 mole) of phenethylamine in 700 mL of ether was added dropwise 12 mL (0.149 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 38.0 g of benzotriazol-1-ylmethyl-phenethyl-amine as a light yellow 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-633f9ab32ec245bd958b35e2c45bef26
Source dataset
uspto-grants-2011_08
Patent number
US08003785B2

Reaction notes

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