Dimethyl Sulfate → [3-(Aminomethyl)-4-fluorophenyl]methanol

HRID 905674Notes

Reaction equation

HRID 905674 reaction equation
[F:1][C:2]1[CH:9]=[CH:8][C:7]([CH:10]=[O:11])=[CH:6][C:3]=1[C:4]#[N:5].[BH4-].[Na+].S(OC)(OC)(=O)=O>C1COCC1>[OH:11][CH2:10][C:7]1[CH:8]=[CH:9][C:2]([F:1])=[C:3]([CH:6]=1)[CH2:4][NH2:5]

Participants

5

Reactant 3

HCID 6497Dimethyl SulfateHCID 27695822-Fluoro-5-formylbenzonitrileHCID 4311764Sodium borohydride

Product 1

HCID 23071542[3-(Aminomethyl)-4-fluorophenyl]methanol

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

2-Fluoro-5-formylbenzonitrile was treated with sodium borohydride and dimethyl sulfate in THF to obtain 5-hydroxymethyl-2-fluorobenzylamine. F: 156.

Sources & evidence

ORD record
ord-f1e709b0249d4fa68a4188e3e371c418
Source dataset
uspto-grants-2011_09
Patent number
US08012959B2

Reaction notes

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