Hydroxyamine hydrochloride → HCID 14012586, compound

HRID 652857Notes

Reaction equation

HRID 652857 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-22b87c8444af41a0b896955574bf3116
Source dataset
uspto-grants-1987_06
Patent number
US04673746

Reaction notes

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