Lithium Hydroxide → HCID 67247029, compound

HRID 2425328Notes

Reaction equation

HRID 2425328 reaction equation
[OH:1][CH2:2][C:3]([NH:24][C:25](=[O:27])[CH3:26])([CH2:22][OH:23])[CH2:4][C:5]1[C:13]2[C:8](=[CH:9][C:10]([CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH3:21])=[CH:11][CH:12]=2)[CH2:7][CH:6]=1.[Li+].[OH-]>CO.CCOCC>[OH:23][CH2:22][C:3]([NH:24][C:25](=[O:27])[CH3:26])([CH2:2][OH:1])[CH2:4][CH:5]1[C:13]2[C:8](=[CH:9][C:10]([CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH3:21])=[CH:11][CH:12]=2)[CH2:7][CH2:6]1

Participants

5

Reactant 2

HCID 3939Lithium HydroxideHCID 67247376HCID 67247376, compound

Product 1

HCID 67247029HCID 67247029, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 3283Diethyl EtherSolvent

Procedure

Compound 19 (18 mg, 0.047 mmol) is dissolved in methanol (0.50 mL) and LiOH (0.04 g, 0.60 mmol) is added. The reaction is heated and maintained at reflux for 2 hours, diluted with ether (5 mL). The organic layer is washed with water (1×5 mL) and brine (1×5 mL). The combined organic layer is concentrated in vacuo then purified by silica gel chromatography eluding with 75% methanol and 25% methylene chloride.

Workup

  1. temperatureThe reaction is heated
  2. temperaturemaintained
  3. temperatureat reflux for 2 hours
  4. washThe organic layer is washed with water (1×5 mL) and brine (1×5 mL)
  5. concentrationThe combined organic layer is concentrated in vacuo
  6. customthen purified by silica gel chromatography

Sources & evidence

ORD record
ord-d1cd8061bc114016ae9dfe9d147942d0
Source dataset
uspto-grants-2011_06
Patent number
US07964649B2

Reaction notes

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