Acetic Acid → HCID 67235206, compound

HRID 1748306Notes

Reaction equation

HRID 1748306 reaction equation
[O:1]=[C:2]1[C:13]2=[CH:14][C:15]3[CH:16]=[CH:17][C:18]([C:21]([O:23]CC)=[O:22])=[CH:19][C:20]=3[N:12]2[CH2:11][C:5]2([CH2:10][CH2:9][O:8][CH2:7][CH2:6]2)[CH2:4][NH:3]1.[OH-].[Na+].O.C(O)(=O)C>C(O)C>[O:1]=[C:2]1[C:13]2=[CH:14][C:15]3[CH:16]=[CH:17][C:18]([C:21]([OH:23])=[O:22])=[CH:19][C:20]=3[N:12]2[CH2:11][C:5]2([CH2:6][CH2:7][O:8][CH2:9][CH2:10]2)[CH2:4][NH:3]1

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 962Water2×HCID 14798Sodium HydroxideHCID 67235657HCID 67235657, compound

Product 1

HCID 67235206HCID 67235206, compoundYield 64%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
80 °C

Procedure

To a suspension of ethyl 1-oxo-2,2′,3,3′,5′,6′-hexahydro-1H-spiro[1,4-diazepino[1,2-a]indole-4,4′-pyran]-8-carboxylate (4.2 g, 12.2 mmol) in ethanol (120 mL) is added NaOH (1.22 g, 30.5 mmol) and water (30 mL). The reaction mixture is heated at 80° C. for 2 h. Acetic acid (19 mL) and water (180 mL) are added and the resulting solid is collected by filtration, washed with water and dried to afford the title compound (2.42 g, 64%) as a white solid.

Workup

  1. filtrationthe resulting solid is collected by filtration
  2. washwashed with water
  3. customdried

Sources & evidence

ORD record
ord-be130ebb0c194e23b51dafe959873cde
Source dataset
uspto-grants-2015_10
Patent number
US09150577B2

Reaction notes

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