1H-Benzotriazole-1-methanol → N-{1-(1H-Benzotriazolyl)methyl}-4-benzyloxy-2-fluoroaniline

HRID 1010408

Reaction equation

HRID 1010408 reaction equation
[CH2:1]([O:8][C:9]1[CH:15]=[CH:14][C:12]([NH2:13])=[C:11]([F:16])[CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[N:17]1([CH2:26]O)[C:21]2[CH:22]=[CH:23][CH:24]=[CH:25][C:20]=2[N:19]=[N:18]1>CO>[N:17]1([CH2:26][NH:13][C:12]2[CH:14]=[CH:15][C:9]([O:8][CH2:1][C:2]3[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=3)=[CH:10][C:11]=2[F:16])[C:21]2[CH:22]=[CH:23][CH:24]=[CH:25][C:20]=2[N:19]=[N:18]1

Participants

4

Reactant 2

HCID 2241691H-Benzotriazole-1-methanolHCID 114998094-(Benzyloxy)-2-fluoroaniline

Product 1

HCID 22936313N-{1-(1H-Benzotriazolyl)methyl}-4-benzyloxy-2-fluoroanilineYield 66.6%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

After dissolving 4-benzyloxy-2-fluoroaniline (11.25 g, 51.78 mmol) in methanol (300 ml), 1H-benzotriazole-1-methanol (8.11 g, 54.37 mmol) was added and the mixture was stirred for 10 hours at room temperature. The precipitated crystals were filtered out, washed with ethanol and dried by aspiration to obtain the title compound (12.01 g, 34.47 mmol, 66.57%) as colorless crystals.

Workup

  1. additionwas added
  2. filtrationThe precipitated crystals were filtered out
  3. washwashed with ethanol
  4. customdried by aspiration

Sources & evidence

ORD record
ord-5b173d5780f547c1acd5a1a7d2835a0c
Source dataset
uspto-grants-2011_07
Patent number
US07973160B2

Linked notes

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