Methanol → HCID 10885852, compound

HRID 582280Notes

Reaction equation

HRID 582280 reaction equation
[N:1]1[N:2]([C:10]2[CH:15]=[C:14]([CH2:16][CH2:17][OH:18])[CH:13]=[C:12]([CH2:19]N(CC)CC)[C:11]=2[OH:25])[N:3]=[C:4]2[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=12.[N:26]1[N:27]([C:35]2[CH:40]=[C:39]([CH2:41][CH2:42][OH:43])[CH:38]=[CH:37][C:36]=2[OH:44])[N:28]=[C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][C:30]=12.CO.C[O-].[Na+]>C1(C)C(C)=CC=CC=1>[CH2:19]([C:12]1[CH:13]=[C:14]([CH2:16][CH2:17][OH:18])[CH:15]=[C:10]([N:2]2[N:3]=[C:4]3[CH:9]=[CH:8][CH:7]=[CH:6][C:5]3=[N:1]2)[C:11]=1[OH:25])[C:37]1[CH:38]=[C:39]([CH2:41][CH2:42][OH:43])[CH:40]=[C:35]([N:27]2[N:28]=[C:29]3[CH:34]=[CH:33][CH:32]=[CH:31][C:30]3=[N:26]2)[C:36]=1[OH:44]

Participants

6

Reactant 4

HCID 887MethanolHCID 688251Benzeneethanol, 3-(2H-benzotriazol-2-yl)-4-hydroxy-HCID 10942334Sodium MethoxideHCID 54381608HCID 54381608, compound

Product 1

HCID 10885852HCID 10885852, compoundYield 54%

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

In 100 ml of xylene were dissolved 34.7 g of crude 2-(2H-benzotriazole-2-yl)-4-(2-hydroxyethyl)-6-(N,N-diethylaminomethyl)phenol synthesized in Example 9 and 25.5 g (0.1 mols) of the purified product of 2-(2H-benzotriazole-2-yl)-4-(2-hydroxyethyl)phenol synthesized in Example 6. 5 ml of methanol solution of 28% sodium methylate was added, and the mixture was refluxed in a nitrogen stream for 10 hours. After completion of the reaction, the reaction mixture was cooled to room temperature. Precipitated yellow crystals were collected by filtration and recrystallized in chloroform, giving 28.5 g of 2,2'-methylenebis[6-(2H-benzotriazole-2-yl)-4-(2-hydroxyethyl)phenol] as white crystals (yield 54%, purity 98.9%).

Workup

  1. temperaturethe mixture was refluxed in a nitrogen stream for 10 hours
  2. customAfter completion of the reaction
  3. customPrecipitated yellow crystals
  4. filtrationwere collected by filtration
  5. customrecrystallized in chloroform

Sources & evidence

ORD record
ord-f32168add49a4590906b1848ff162f14
Source dataset
uspto-grants-1999_07
Patent number
US05922882

Reaction notes

Loading…