HomeMCPWorkbenchSkills
HomeWorkbenchNotificationsMe
llms.txt · MCP GuidePrivacy Policy · Terms of Service · Supportv1.8.0
  1. Home
  2. /Reaction

Potassium Hydroxide → HCID 46199202, compound

HRID 2046028
Notes
Print preview

Reaction equation

HRID 2046028 reaction equation
[CH2:1]([O:3][C:4]1[CH:5]=[C:6]([C:13]2[O:17][N:16]=[C:15]([C:18]3[CH:19]=[CH:20][C:21]4[O:25][C:24]([CH2:26][N:27]5[CH2:30][CH:29]([C:31]([O:33]C)=[O:32])[CH2:28]5)=[CH:23][C:22]=4[CH:35]=3)[N:14]=2)[CH:7]=[CH:8][C:9]=1[O:10][CH2:11][CH3:12])[CH3:2].[OH-].[K+]>O1CCOCC1>[CH2:1]([O:3][C:4]1[CH:5]=[C:6]([C:13]2[O:17][N:16]=[C:15]([C:18]3[CH:19]=[CH:20][C:21]4[O:25][C:24]([CH2:26][N:27]5[CH2:28][CH:29]([C:31]([OH:33])=[O:32])[CH2:30]5)=[CH:23][C:22]=4[CH:35]=3)[N:14]=2)[CH:7]=[CH:8][C:9]=1[O:10][CH2:11][CH3:12])[CH3:2]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 66614898HCID 66614898, compound

Product 1

HCID 46199202HCID 46199202, compoundYield 55%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A mixture of the product of Step A (0.06 g; 0.126 mmol) and 10% KOH (0.1 ml) in dioxane (2 ml) was refluxed for 1 h and solvents were evaporated to dryness. The residue was treated with AcOH (0.5 ml) and evaporated to dryness in vacuo. The residue was purified by FCC (SiO2, CH2Cl2 saturated with concentrated NH4OH and MeOH, 85:15) to give the title compound (0.032 g; 55%), as a colourless solid. 1H-NMR (CD3OD+CDCl3) 8.37 (d, 1H, J=3 Hz); 8.09 (dd, 1H, J=3, 6 Hz); 7.77 (dd, 1H, J=3, 9 Hz); 7.68 (s, 1H); 7.6 (d, 1H, J=9 Hz); 7.02-7.07 (m, 2H); 4.38 (s, 2H); 4.05-4.21 (m, 8H); 1.44-1.49 9m, 6H).

Workup

  1. temperaturewas refluxed for 1 h
  2. customsolvents were evaporated to dryness
  3. additionThe residue was treated with AcOH (0.5 ml)
  4. customevaporated to dryness in vacuo
  5. customThe residue was purified by FCC (SiO2, CH2Cl2 saturated with concentrated NH4OH and MeOH, 85:15)

Sources & evidence

ORD record
ord-b95e29cb8c0b419aafca552b6b82a1f4
Source dataset
uspto-grants-2013_11
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08592399B2

Reaction notes

Loading…

On this pageParticipantsProcedureWorkupSources & evidenceReaction notes