Hydrochloric Acid → HCID 18788043, compound

HRID 1106394Notes

Reaction equation

HRID 1106394 reaction equation
[CH3:1][C:2]1([CH3:15])[CH2:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]1[CH2:11][CH:12]([CH3:14])[CH3:13].Cl.[N:17]([O-])=[O:18].[Na+].[OH-].[Na+]>O>[N:17]([C:7]1[CH:8]=[C:9]2[C:4](=[CH:5][CH:6]=1)[N:3]([CH2:11][CH:12]([CH3:13])[CH3:14])[C:2]([CH3:15])([CH3:1])[CH2:10]2)=[O:18]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 18788044HCID 18788044, compoundHCID 23668193Sodium Nitrite

Product 1

HCID 18788043HCID 18788043, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
8 °C

Procedure

A mixture of 2,2-dimethyl N-isobutylindoline (2.0 g) and concentrated hydrochloric acid (4.5 cm3) was cooled to 8° C. and sodium nitrite (0.8 g) in water (2 cm3) was added dropwise. The reaction mixture was allowed to warm to ambient temperature, made alkaline with sodium hydroxide solution an extracted with ethyl acetate. The ethyl acetate was dried over magnesium sulphate, filtered and evaporated to give 5-nitroso-2,2-dimethyl N-isobutyl indoline.

Workup

  1. temperatureto warm to ambient temperature
  2. extractionan extracted with ethyl acetate
  3. dry with materialThe ethyl acetate was dried over magnesium sulphate
  4. filtrationfiltered
  5. customevaporated

Sources & evidence

ORD record
ord-a69fbc905308480390eac4f940ab84a9
Source dataset
uspto-grants-2000_05
Patent number
US06057264

Reaction notes

Loading…