Sodium Hydroxide → HCID 18940906, compound

HRID 356039Notes

Reaction equation

HRID 356039 reaction equation
C([N:4]1[C:12]2[C:7](=[CH:8][C:9]([CH:13]=[CH2:14])=[CH:10][CH:11]=2)[CH2:6][CH:5]1Cl)(=O)C.[OH-].[Na+].[NH4+].[Cl-:19]>C(O)C>[Cl:19][C:10]1[CH:11]=[C:12]2[C:7]([CH2:6][CH2:5][NH:4]2)=[CH:8][C:9]=1[CH:13]=[CH2:14]

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 25517Ammonium ChlorideHCID 18940947HCID 18940947, compound

Product 1

HCID 18940906HCID 18940906, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

1-Acetylchloro-5-vinylindoline (D61) (0.13 g), and 10% aqueous NaOH (5 ml) were heated at reflux in ethanol (20 ml) for 2.5 hours, cooled and treated with an excess of saturated aqueous NH4Cl. The mixture was partitioned between ethyl acetate and brine. The organic extracts were dried (Na2SO4) and evaporated to dryness under reduced pressure affording the title compound as a brown oil (0.13 g) which was used without further purification.

Workup

  1. temperaturecooled
  2. customThe mixture was partitioned between ethyl acetate and brine
  3. dry with materialThe organic extracts were dried (Na2SO4)
  4. customevaporated to dryness under reduced pressure

Sources & evidence

ORD record
ord-4f3717854008464a90c14694f38bc995
Source dataset
uspto-grants-1998_11
Patent number
US05834494

Reaction notes

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