HCID 136340717, compound → HCID 53658826, compound

HRID 582276Notes

Reaction equation

HRID 582276 reaction equation
[OH:1][CH2:2][CH2:3][CH2:4][C:5]1[CH:10]=[CH:9][C:8]([OH:11])=[C:7]([N:12]=[N:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=2[N+:20]([O-])=O)[CH:6]=1>[OH-].[Na+].[Zn]>[N:13]1[N:12]([C:7]2[CH:6]=[C:5]([CH2:4][CH2:3][CH2:2][OH:1])[CH:10]=[CH:9][C:8]=2[OH:11])[N:20]=[C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][C:14]=12

Participants

4

Reactant 1

HCID 136340717HCID 136340717, compound

Product 1

HCID 53658826HCID 53658826, compoundYield 80.9%

Reagents, catalysts & solvents 2

HCID 23994ZincCatalystHCID 14798Sodium HydroxideSolvent2×

Procedure

5.60 g (18 mmols) of crude 4-(3-hydroxypropyl)-2-[(2-nitrophenyl)azo]phenol synthesized in Example 5 was dissolved in 18 ml of aqueous solution of 2N sodium hydroxide. Subsequently, 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 3.92 g of 2-(2H-benzotriazole-2-yl)-4-(3-hydroxypropyl)phenol as pale yellow crystals (yield 72%, purity 89%).

Sources & evidence

ORD record
ord-1b0a1a7e545d4187a131c637f99dd9bc
Source dataset
uspto-grants-1999_07
Patent number
US05922882

Reaction notes

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