Acetic Acid → HCID 67237711, compound

HRID 1748301Notes

Reaction equation

HRID 1748301 reaction equation
[O:1]=[C:2]1[C:8]2=[CH:9][C:10]3[CH:11]=[CH:12][C:13]([C:16]([O:18]CC)=[O:17])=[CH:14][C:15]=3[N:7]2[CH2:6][C:5]2([CH2:23][CH2:22][CH2:21]2)[CH2:4][NH:3]1.[OH-].[Na+].C(O)(=O)C>C(O)C.O>[O:1]=[C:2]1[C:8]2=[CH:9][C:10]3[CH:11]=[CH:12][C:13]([C:16]([OH:18])=[O:17])=[CH:14][C:15]=3[N:7]2[CH2:6][C:5]2([CH2:21][CH2:22][CH2:23]2)[CH2:4][NH:3]1

Participants

6

Reactant 3

HCID 176Acetic AcidHCID 14798Sodium HydroxideHCID 67237019HCID 67237019, compound

Product 1

HCID 67237711HCID 67237711, compoundYield 64%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent2×

Conditions

Temperature
80 °C

Procedure

To a solution of ethyl 1′-oxo-2′,3′-dihydro-1′H-spiro[cyclobutane-1,4′-[1,4]diazepino[1,2-a]indole]-8′-carboxylate (7 g, 22.4 mmol) in ethanol (240 mL) is added a solution of NaOH (2.24 g, 56 mmol) in water (56 mL). The reaction mixture is heated at 80° C. for 2 h. Acetic acid (35.8 mL) and water (314 mL) are added and the resulting solid is filtered, rinsed with water and dried to afford the title compound (4 g, 64%) as a white solid.

Workup

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

Sources & evidence

ORD record
ord-2cfa85b3bd19417786c7ae8730471b57
Source dataset
uspto-grants-2015_10
Patent number
US09150577B2

Reaction notes

Loading…