O-Toluidine → 2-Fluoro-6-isopropylaniline

Reaction equation

[F:1][C:2]1[CH:8]=[CH:7][CH:6]=[CH:5][C:3]=1[NH2:4].N[C:10]1[C:11](C)=CC=C[CH:15]=1>>[F:1][C:2]1[CH:8]=[CH:7][CH:6]=[C:5]([CH:10]([CH3:11])[CH3:15])[C:3]=1[NH2:4]

Participants

Reactant 2

HCID 7242O-Toluidine

HCID 95842-Fluoroaniline

Product 1

HCID 150147682-Fluoro-6-isopropylaniline

Procedure

The procedure of Example 6 was repeated, except that ortho-fluoroaniline was substituted for ortho-toluidine. An LHSV of 0.125 hr.-1 and an N/R ratio of amine to olefin was 1:3. Table 4 sets forth the reaction conditions and results.

Workup

customAn LHSV of 0.125 hr
customTable 4 sets forth the reaction conditions
customresults

Sources & evidence

ORD record: ord-4ef85856008546aaac84e07ba6edc6b1
Source dataset: uspto-grants-1991_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05068435

Reaction notes

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