2-Fluoro-4-hydroxy-5-nitrobenzonitrile → HCID 21873584, compound

HRID 2070113Notes

Reaction equation

HRID 2070113 reaction equation
[F:1][C:2]1[CH:9]=[C:8]([OH:10])[C:7]([N+:11]([O-])=O)=[CH:6][C:3]=1[C:4]#[N:5]>C(O)C>[NH2:11][C:7]1[C:8]([OH:10])=[CH:9][C:2]([F:1])=[C:3]([CH:6]=1)[C:4]#[N:5]

Participants

3

Reactant 1

HCID 594440782-Fluoro-4-hydroxy-5-nitrobenzonitrile

Product 1

HCID 21873584HCID 21873584, compoundYield 95.3%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

A solution of 2-fluoro-4-hydroxy-5-nitrobenzonitrile (D66; 270 mg, 1.483 mmol) in ethanol (35 mL) was passed through an H-Cube flow hydrogenator at room temperature and atmospheric pressure on full H2 mode, with a flow rate of 1 mL min−1 and using a CatCart30 (approx. 140 mg catalyst). The residual solution was diluted with further ethanol (8 mL) to ensure maximum recovery of material. The collected product solution was evaporated to dryness to give the desired product as a tan solid (215 mg).

Workup

  1. customwas passed through an H-Cube flow hydrogenator at room temperature
  2. customThe collected product solution was evaporated to dryness

Sources & evidence

ORD record
ord-36e40d1fdcd4428ab1e26eb8cdcee59a
Source dataset
uspto-grants-2012_10
Patent number
US08299257B2

Reaction notes

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