2-Fluoro-4-nitrotoluene → 2-(4-Amino-2-fluorophenyl)ethanol

HRID 269804Notes

Reaction equation

HRID 269804 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([N+:8]([O-])=O)[CH:5]=[CH:4][C:3]=1[CH3:11].[CH3:12][O-:13].[Na+]>CS(C)=O>[F:1][C:2]1[CH:7]=[C:6]([CH:5]=[CH:4][C:3]=1[CH2:11][CH2:12][OH:13])[NH2:8]

Participants

4

Reactant 2

HCID 740252-Fluoro-4-nitrotolueneHCID 10942334Sodium Methoxide

Product 1

HCID 450906002-(4-Amino-2-fluorophenyl)ethanol

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

2-Fluoro-4-nitrotoluene and p-formaldehyde were allowed to undergo the reaction in DMSO in the presence of sodium methoxide, and then the resulting compound was subjected to catalytic hydrogenation in the same manner as shown in Reference Example 3 to obtain 3-fluoro-4-(2-hydroxyethyl)aniline. F: 156.

Sources & evidence

ORD record
ord-a0076cd7d98346488810ae7fab1d0183
Source dataset
uspto-grants-2008_11
Patent number
US07449456B2

Reaction notes

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