Acetic Acid → HCID 67240550, compound

HRID 1748298Notes

Reaction equation

HRID 1748298 reaction equation
[OH-].[Na+].[O:3]=[C:4]1[C:10]2=[CH:11][C:12]3[CH:13]=[CH:14][C:15]([C:18]([O:20]CC)=[O:19])=[CH:16][C:17]=3[N:9]2[CH2:8][C:7]2([CH2:24][CH2:23]2)[CH2:6][NH:5]1.C(O)(=O)C>O.C(O)C>[O:3]=[C:4]1[C:10]2=[CH:11][C:12]3[CH:13]=[CH:14][C:15]([C:18]([OH:20])=[O:19])=[CH:16][C:17]=3[N:9]2[CH2:8][C:7]2([CH2:23][CH2:24]2)[CH2:6][NH:5]1

Participants

6

Reactant 3

HCID 176Acetic AcidHCID 14798Sodium HydroxideHCID 67238715HCID 67238715, compound

Product 1

HCID 67240550HCID 67240550, compoundYield 66.2%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent2×

Conditions

Temperature
80 °C

Procedure

A solution of NaOH (3 g, 75 mmol) in water (75 mL) is added to a suspension of ethyl 1′-oxo-2′,3′-dihydro-1′H-spiro[cyclopropane-1,4′-[1,4]diazepino[1,2-a]indole]-8′-carboxylate (9 g, 30.2 mmol) in ethanol (300 mL). The reaction mixture is heated at 80° C. for 2 h. Acetic acid (48 mL) and water (250 mL) are added and the resulting solid is filtered, rinsed with water and dried to afford the title compound (5.4 g, 66%) as a white solid.

Workup

  1. filtrationthe resulting solid is filtered
  2. washrinsed with water
  3. customdried

Sources & evidence

ORD record
ord-c754fe7181c94c54988a7d07f402aa05
Source dataset
uspto-grants-2015_10
Patent number
US09150577B2

Reaction notes

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