Lithium Hydroxide → HCID 68181355, compound

HRID 76178Notes

Reaction equation

HRID 76178 reaction equation
[C:1]([NH:4][CH:5]([CH3:25])[CH2:6][C:7]1[CH:12]=[CH:11][C:10]([C:13]#[C:14][C:15]2[CH:16]=[C:17]([CH:22]=[CH:23][CH:24]=2)[C:18]([O:20]C)=[O:19])=[CH:9][CH:8]=1)(=[O:3])[CH3:2].[Li+].[OH-]>CO>[C:1]([NH:4][CH:5]([CH3:25])[CH2:6][C:7]1[CH:8]=[CH:9][C:10]([C:13]#[C:14][C:15]2[CH:16]=[C:17]([CH:22]=[CH:23][CH:24]=2)[C:18]([OH:20])=[O:19])=[CH:11][CH:12]=1)(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 3939Lithium HydroxideHCID 66611163Methyl 3-((4-(2-acetamidopropyl)phenyl)ethynyl)benzoate

Product 1

HCID 68181355HCID 68181355, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a mixture of 6.00 g (17.9 mmol) methyl 3-((4-(2-acetamido-propyl)phenyl)ethynyl)-benzoate (I71.1) in 150 mL MeOH are added at 0° C. 18 mL LiOH solution (3 M in water). The reaction mixture is stirred at r.t. over night. The MeOH is removed in vacuo and the desired product is precipitated by acidification with 2N aq. HCl. The resulting solid is filtered, washed with pentane and dried in vacuo.

Workup

  1. additionare added at 0° C
  2. customThe MeOH is removed in vacuo
  3. customthe desired product is precipitated by acidification with 2N aq. HCl
  4. filtrationThe resulting solid is filtered
  5. washwashed with pentane
  6. customdried in vacuo

Sources & evidence

ORD record
ord-06045fee6ca24d1d9cfd747edb568c4a
Source dataset
uspto-grants-2014_09
Patent number
US08835472B2

Reaction notes

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