Formaldehyde → HCID 53775276, compound

HRID 582284Notes

Reaction equation

HRID 582284 reaction equation
[N:1]1[N:2]([C:10]2[CH:15]=[C:14]([CH2:16][CH2:17][CH2:18][CH2:19][OH:20])[CH:13]=[CH:12][C:11]=2[OH:21])[N:3]=[C:4]2[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=12.[CH2:22]=O.[CH2:24]([NH:26][CH2:27][CH3:28])[CH3:25]>C(O)CCC>[N:1]1[N:2]([C:10]2[CH:15]=[C:14]([CH2:16][CH2:17][CH2:18][CH2:19][OH:20])[CH:13]=[C:12]([CH2:22][N:26]([CH2:27][CH3:28])[CH2:24][CH3:25])[C:11]=2[OH:21])[N:3]=[C:4]2[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=12

Participants

5

Reactant 3

HCID 712FormaldehydeHCID 8021DiethylamineHCID 54316939HCID 54316939, compound

Product 1

HCID 53775276HCID 53775276, compoundYield 97%

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Conditions

Temperature
105 °C

Procedure

In 25 ml of n-butanol were dissolved 28.3 g (0.1 mols) of the purified product of 2-(2H-benzotriazole-2-yl)-4-(4-hydroxybutyl)phenol synthesized in Example 16, 5.2 g of 80% paraformaldehyde and 11.0 g (0.15 mols) of diethylamine. The solution was refluxed with heating at 105° C. for 24 hours. After completion of the reaction, the solvent and remaining raw materials were collected under reduced pressure, giving 37.4 g of objective 2-(2H-benzotriazole-2-yl)-4-(4-hydroxybutyl)-6-(N,N-diethylaminomethyl)phenol as a brown oil (yield 97.0%, purity 95.6%).

Workup

  1. temperatureThe solution was refluxed
  2. customAfter completion of the reaction
  3. customwere collected under reduced pressure

Sources & evidence

ORD record
ord-7859b72ecb93490182be05c9d3bb5bd1
Source dataset
uspto-grants-1999_07
Patent number
US05922882

Reaction notes

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