Nitric Acid → HCID 68643695, compound

HRID 1157692Notes

Reaction equation

HRID 1157692 reaction equation
[CH3:1][N:2]1[CH2:11][CH2:10][C:9]2[C:4](=[C:5]([F:13])[CH:6]=[CH:7][C:8]=2[F:12])[CH2:3]1.OS(O)(=O)=O.[N+:19]([O-])([OH:21])=[O:20].[OH-].[Na+]>>[CH3:1][N:2]1[CH2:11][CH2:10][C:9]2[C:4](=[C:5]([F:13])[C:6]([N+:19]([O-:21])=[O:20])=[CH:7][C:8]=2[F:12])[CH2:3]1

Participants

5

Reactant 4

HCID 944Nitric AcidHCID 1118Sulfuric AcidHCID 14798Sodium HydroxideHCID 58386495HCID 58386495, compound

Product 1

HCID 68643695HCID 68643695, compound

Procedure

An ice-cooled mixture of 0.94 g (5.1 mmol) 2-methyl-5,8-difluoro-1,2,3,4-tetrahydro-isoquinoline and 2.8 ml conc. H2SO4 is slowly combined with 0.36 ml 65% nitric acid. Then the mixture is stirred for 2.5 h while cooling with ice and it is then poured onto ice water. It is made alkaline with NaOH, extracted 3× with EtOAc, the organic phases are dried with Na2SO4, filtered and concentrated.

Workup

  1. temperaturewhile cooling with ice and it
  2. additionis then poured onto ice water
  3. extractionextracted 3× with EtOAc
  4. dry with materialthe organic phases are dried with Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-29f549775c5f4d7a80800efa1385a06d
Source dataset
uspto-grants-2010_10
Patent number
US07807693B2

Reaction notes

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