Hydroxyamine hydrochloride → 2-Benzyloxy-5-bromobenzaldehyde oxime

HRID 1455954Notes

Reaction equation

HRID 1455954 reaction equation
[CH2:1]([O:8][C:9]1[CH:16]=[CH:15][C:14]([Br:17])=[CH:13][C:10]=1[CH:11]=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl.[NH2:19][OH:20]>N1C=CC=CC=1>[CH2:1]([O:8][C:9]1[CH:16]=[CH:15][C:14]([Br:17])=[CH:13][C:10]=1[CH:11]=[N:19][OH:20])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 443297Hydroxyamine hydrochlorideHCID 7330872-(Benzyloxy)-5-bromobenzaldehyde

Product 1

HCID 209859082-Benzyloxy-5-bromobenzaldehyde oximeYield 142.6%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Conditions

Temperature
75 °C

Procedure

A mixture of 2-benzyloxy-5-bromobenzaldehyde (20 g) and hydroxylamine hydrochloride (9.55 g) in pyridine (50 ml) was heated at 75° C. for 45 minutes. The solvent was evaporated and the residue purified by chromatography, eluting with dichloromethane, to give 2-benzyloxy-5-bromobenzaldehyde oxime (30 g) (mp 132°-134° C.).

Workup

  1. customThe solvent was evaporated
  2. customthe residue purified by chromatography
  3. washeluting with dichloromethane

Sources & evidence

ORD record
ord-e0121d8b0f954d999e45068867b2cfb8
Source dataset
uspto-grants-1998_12
Patent number
US05843942

Reaction notes

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