Hydroxyamine hydrochloride → 4-Benzyloxy-3-oximinomethylindole

HRID 325765Notes

Reaction equation

HRID 325765 reaction equation
[CH2:1]([O:8][C:9]1[CH:17]=[CH:16][CH:15]=[C:14]2[C:10]=1[C:11]([CH:18]=O)=[CH:12][NH:13]2)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl.[NH2:21][OH:22].C([O-])(=O)C.[Na+]>CN(C)C=O>[CH2:1]([O:8][C:9]1[CH:17]=[CH:16][CH:15]=[C:14]2[C:10]=1[C:11]([CH:18]=[N:21][OH:22])=[CH:12][NH:13]2)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 443297Hydroxyamine hydrochlorideHCID 517045Sodium AcetateHCID 70158464-(benzyloxy)-1H-indole-3-carbaldehyde

Product 1

HCID 1363992824-Benzyloxy-3-oximinomethylindoleYield 96%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

This compound is obtained in a yield of 96% of theory by reacting 4-benzyloxy-3-formylindole with hydroxylamine hydrochloride and sodium acetate in aqueous dimethylformamide solution; m.p. 206°-210° C.

Workup

  1. customThis compound is obtained in a yield of 96% of theory

Sources & evidence

ORD record
ord-12167756186b425d8cb1d4df2bd4ad7a
Source dataset
uspto-grants-1984_04
Patent number
US04442295

Reaction notes

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