Methanol → HCID 66593002, compound

HRID 582282Notes

Reaction equation

HRID 582282 reaction equation
[N:1]1[N:2]([C:10]2[CH:15]=[C:14]([CH2:16][CH2:17][CH2:18][OH:19])[CH:13]=[C:12]([CH2:20]N(CC)CC)[C:11]=2[OH:26])[N:3]=[C:4]2[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=12.[N:27]1[N:28]([C:36]2[CH:41]=[C:40]([CH2:42][CH2:43][CH2:44][OH:45])[CH:39]=[CH:38][C:37]=2[OH:46])[N:29]=[C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][C:31]=12.CO.C[O-].[Na+]>C1(C)C(C)=CC=CC=1>[CH2:20]([C:12]1[CH:13]=[C:14]([CH2:16][CH2:17][CH2:18][OH:19])[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:26])[C:38]1[CH:39]=[C:40]([CH2:42][CH2:43][CH2:44][OH:45])[CH:41]=[C:36]([N:28]2[N:29]=[C:30]3[CH:35]=[CH:34][CH:33]=[CH:32][C:31]3=[N:27]2)[C:37]=1[OH:46]

Participants

6

Reactant 4

HCID 887MethanolHCID 10942334Sodium MethoxideHCID 53658826HCID 53658826, compoundHCID 53834748HCID 53834748, compound

Product 1

HCID 66593002HCID 66593002, compoundYield 61.2%

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

In 100 ml of xylene were dissolved 35.9 g (97.0 mmols) of crude 2-(2H-benzotriazole-2-yl)-4-(3-hydroxypropyl)-6-(N,N-diethylaminomethyl)phenol synthesized in Example 11 and 26.1 g (97.0 mmols) of the purified product of 2-(2H-benzotriazole-2-yl)-4-(3-hydroxypropyl)phenol synthesized in Example 6. 5 ml of a methanol solution of 28% sodium methylate was added, and the mixture was refluxed in a nitrogen stream for 10 hours. The subsequent treatment was carried out in the same manner as in Example 12, giving 33.0 g of 2,2'-methylenebis[6-(2H-benzotriazole-2-yl)-4-(3-hydroxypropyl)phenol] as white crystals (yield 61.2%, purity 99.0%).

Workup

  1. temperaturethe mixture was refluxed in a nitrogen stream for 10 hours

Sources & evidence

ORD record
ord-9f0653efa6ca4b3ca552df3e3ec19540
Source dataset
uspto-grants-1999_07
Patent number
US05922882

Reaction notes

Loading…