Sodium Hydroxide → HCID 178511390, compound

HRID 516900Notes

Reaction equation

HRID 516900 reaction equation
[NH2:1][CH2:2][CH2:3][O:4][C:5]1[CH:28]=[CH:27][C:8]([CH2:9]/[C:10](=[C:15](\[C@H:20]2[CH2:25][CH2:24][C@@H:23]([OH:26])[CH2:22][CH2:21]2)/[C:16]([O:18]C)=[O:17])/[C:11]([O:13]C)=[O:12])=[CH:7][CH:6]=1.[OH-].[Na+:30]>O1CCOCC1>[NH2:1][CH2:2][CH2:3][O:4][C:5]1[CH:6]=[CH:7][C:8]([CH2:9]/[C:10](=[C:15](\[C@H:20]2[CH2:21][CH2:22][C@@H:23]([OH:26])[CH2:24][CH2:25]2)/[C:16]([O-:18])=[O:17])/[C:11]([O-:13])=[O:12])=[CH:27][CH:28]=1.[Na+:30].[Na+:30]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 178499978HCID 178499978, compound

Product 1

HCID 178511390HCID 178511390, compoundYield 98.2%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
50 °C

Procedure

To a solution of dimethyl 2-(4-(2-aminoethoxy)benzyl)-3-(cis-4-hydroxycyclohexyl)maleate 12 mg, 0.03 mmol) in 1,4-dioxane (0.5 ml) was added 1 M NaOH (0.06 ml, 0.06 mmol) at room temperature, and the mixture was stirred at 50° C. for 24 hr. The reaction mixture was concentrated, and the residue was dried in vacuo to give the title compound as a colorless solid (12 mg, quantitative).

Workup

  1. concentrationThe reaction mixture was concentrated
  2. customthe residue was dried in vacuo

Sources & evidence

ORD record
ord-6871f62e77a64828a8fbd8cae84589ca
Source dataset
uspto-grants-2015_08
Patent number
US09115079B2

Reaction notes

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