Iodine → N-methyl-N-p-fluorobenzyl-m-fluoroaniline

HRID 236442

Reaction equation

[CH3:1][NH:2][C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([F:9])[CH:4]=1.[F:10][C:11]1[CH:18]=[CH:17][C:14]([CH2:15]Cl)=[CH:13][CH:12]=1.C([O-])(=O)C.[Na+].II>>[CH3:1][N:2]([CH2:15][C:14]1[CH:17]=[CH:18][C:11]([F:10])=[CH:12][CH:13]=1)[C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([F:9])[CH:4]=1

Participants

Reactant 4

HCID 807Iodine

HCID 96024-Fluorobenzyl chloride

HCID 517045Sodium Acetate

HCID 27590113-fluoro-N-methylaniline

Product 1

HCID 14008648N-methyl-N-p-fluorobenzyl-m-fluoroaniline

Procedure

N-methyl-N-p-fluorobenzyl-m-fluoroaniline was prepared from 26.3 grams (0.21 mole) of N-methyl-m-fluoroaniline, 30.6 grams (0.21 mole) p-fluorobenzyl chloride (Aldrich), 17.8 grams anhydrous sodium acetate and 0.18 grams iodine according to the procedure described in Example III. Yield 35.4 grams (72 percent), boiling point 131°-137° C. at 0.2 mmHg.

Sources & evidence

ORD record: ord-f36b6624f57e45398122bca061dd5660
Source dataset: uspto-grants-1987_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04644082

Linked notes

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