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

HRID 905656Notes

Reaction equation

HRID 905656 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-086472b3a0ed488ab810fd3950878be7
Source dataset
uspto-grants-2011_09
Patent number
US08012959B2

Reaction notes

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