N-tert-butylhydroxylamine → HCID 86587913, compound

HRID 2303560Notes

Reaction equation

HRID 2303560 reaction equation
[F:1][C:2]1[CH:17]=[CH:16][C:5]([CH2:6][O:7][C:8]2[CH:15]=[CH:14][C:11]([CH:12]=O)=[CH:10][CH:9]=2)=[CH:4][CH:3]=1.[C:18]([NH:22][OH:23])([CH3:21])([CH3:20])[CH3:19]>C1(C)C=CC(S(O)(=O)=O)=CC=1.C1C=CC=CC=1>[F:1][C:2]1[CH:17]=[CH:16][C:5]([CH2:6][O:7][C:8]2[CH:15]=[CH:14][C:11]([CH:12]=[N+:22]([C:18]([CH3:21])([CH3:20])[CH3:19])[O-:23])=[CH:10][CH:9]=2)=[CH:4][CH:3]=1

Participants

5

Reactant 2

HCID 98586N-tert-butylhydroxylamineHCID 7358604-[(4-Fluorophenyl)methoxy]benzaldehyde

Product 1

HCID 86587913HCID 86587913, compound

Reagents, catalysts & solvents 2

HCID 6101p-Toluenesulfonic acidCatalystHCID 241BenzeneSolvent

Procedure

The title compound was prepared by refluxing a benzene solution of 4-(4-fluorobenzyloxy)benzaldehyde and N-tert-butylhydroxylamine for 21 hours with p-toluenesulfonic acid as a catalyst. The title compound was obtained as a solid in 98.5% yield, m.p. 180.3° C. (Rf=0.16 on a silica gel plate using hexanes:EtOAc, 1:1, v/v, as an eluant).

Workup

  1. customThe title compound was prepared

Sources & evidence

ORD record
ord-7d66e4df7fea4d1f9fd3ed2bc755af0b
Source dataset
uspto-grants-2002_08
Patent number
US06433008B1

Reaction notes

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