Sodium Hydroxide → HCID 61382835, compound

HRID 1051950Notes

Reaction equation

HRID 1051950 reaction equation
CO[N:3]=[C:4]1[C:12]2[C:7](=[CH:8][C:9]([Cl:14])=[CH:10][C:11]=2[Cl:13])[CH2:6][CH2:5]1.[OH-].[Na+]>C1COCC1>[Cl:14][C:9]1[CH:8]=[C:7]2[C:12](=[C:11]([Cl:13])[CH:10]=1)[CH:4]([NH2:3])[CH2:5][CH2:6]2

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 131736105HCID 131736105, compound

Product 1

HCID 61382835HCID 61382835, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Conditions

Temperature
60 °C

Procedure

A soln. of BH3 (0.6 mL, 1M in THF) was added to a soln. of 5,7-dichloro-2,3-dihydro-1H-inden-1-one O-methyl oxime (0.31 mmol) in 1 mL THF. The reaction mixture was heated to 60° C. for 3 days. An aq. 1M NaOH soln was added and heating to 60° C. was continued for another 24 h. The solvent was removed under vacuo, the residue was diluted with a sat. aq. NaHCO3 soln. and extracted 3 times with EtOAc. The comb. org. layers were dried over MgSO4 and conc. in vacuo to give the desired product as colorless oil.

Workup

  1. temperatureheating to 60° C.
  2. customThe solvent was removed under vacuo
  3. additionthe residue was diluted with a sat. aq. NaHCO3 soln
  4. extractionand extracted 3 times with EtOAc
  5. dry with materiallayers were dried over MgSO4 and conc. in vacuo

Sources & evidence

ORD record
ord-487e7b5cbf9b4fe4ae61209cd066406b
Source dataset
uspto-grants-2016_07
Patent number
US09388197B2

Reaction notes

Loading…