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

HRID 1969010Notes

Reaction equation

HRID 1969010 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 (D147; 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-ee58f16f34124d609babe9b85f9987af
Source dataset
uspto-grants-2013_04
Patent number
US08426443B2

Reaction notes

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