Hydroxyamine hydrochloride → HCID 14012586, compound

HRID 568626Notes

Reaction equation

HRID 568626 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([C:8](=O)[C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[F:15])[C:5]([Cl:17])=[CH:4][C:3]=1[O:18][CH3:19].Cl.[NH2:21][OH:22]>N1C=CC=CC=1>[F:15][C:10]1[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=1/[C:8](=[N:21]/[OH:22])/[C:6]1[CH:7]=[C:2]([Cl:1])[C:3]([O:18][CH3:19])=[CH:4][C:5]=1[Cl:17]

Participants

4

Reactant 2

HCID 443297Hydroxyamine hydrochlorideHCID 14012557HCID 14012557, compound

Product 1

HCID 14012586HCID 14012586, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A mixture of 2,5-dichloro-4-(2-fluorobenzoyl)anisole (3 g) and hydroxylamine hydrochloride (1.4 g) in pyridine (25 ml) is refluxed for several hours until no ketone remains. The pyridine is removed under high vacuum and the residue diluted with water, then extracted with chloroform. The chloroform solution is dried and the chloroform removed to give a solid which is recrystallized from ether to afford (z)-2'-fluoro-2,5-dichloro-4-methoxybenzophenone oxime, mp 188° C.

Workup

  1. customThe pyridine is removed under high vacuum
  2. additionthe residue diluted with water
  3. extractionextracted with chloroform
  4. dry with materialThe chloroform solution is dried
  5. customthe chloroform removed
  6. customto give a solid which
  7. customis recrystallized from ether

Sources & evidence

ORD record
ord-eec31369e1b54f23bdd24d9be7d2d59d
Source dataset
uspto-grants-1988_03
Patent number
US04728662

Reaction notes

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