HCID 136340718, compound → HCID 54316939, compound

HRID 582283Notes

Reaction equation

HRID 582283 reaction equation
[OH:1][CH2:2][CH2:3][CH2:4][CH2:5][C:6]1[CH:11]=[CH:10][C:9]([OH:12])=[C:8]([N:13]=[N:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=2[N+:21]([O-])=O)[CH:7]=1>[OH-].[Na+].[Zn]>[N:14]1[N:13]([C:8]2[CH:7]=[C:6]([CH2:5][CH2:4][CH2:3][CH2:2][OH:1])[CH:11]=[CH:10][C:9]=2[OH:12])[N:21]=[C:16]2[CH:17]=[CH:18][CH:19]=[CH:20][C:15]=12

Participants

4

Reactant 1

HCID 136340718HCID 136340718, compound

Product 1

HCID 54316939HCID 54316939, compoundYield 86.5%

Reagents, catalysts & solvents 2

HCID 23994ZincCatalystHCID 14798Sodium HydroxideSolvent2×

Procedure

6.03 g (18 mmols) of crude 4-(4-hydroxybutyl)-2-[(2-nitrophenyl)azo]phenol synthesized in Example 15 was dissolved in 18 ml of aqueous solution of 2N sodium hydroxide. 9 ml of previously prepared aqueous solution of 25% sodium hydroxide and 5.4 g (83 mmols) of zinc powder were simultaneously added over a period of about 3 hours. The subsequent treatment was carried out in the same manner as in Example 6, giving 4.41 g of 2-(2H-benzotriazole-2-yl)-4-(4-hydroxybutyl)phenol as pale yellow crystals (yield 78%, purity 90%).

Sources & evidence

ORD record
ord-b3fe39cb864244fbb75f1f67b0719c9a
Source dataset
uspto-grants-1999_07
Patent number
US05922882

Reaction notes

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