Lithium Hydroxide → HCID 21465086, compound

HRID 1939889Notes

Reaction equation

HRID 1939889 reaction equation
[C:1]1([CH2:7][CH2:8][CH:9]2[CH2:14][CH2:13][CH:12]([C:15]([O:17]CC)=[O:16])[CH2:11][CH2:10]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Li+].[OH-]>CO.O>[C:1]1([CH2:7][CH2:8][CH:9]2[CH2:14][CH2:13][CH:12]([C:15]([OH:17])=[O:16])[CH2:11][CH2:10]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 2

HCID 3939Lithium HydroxideHCID 21465085HCID 21465085, compound

Product 1

HCID 21465086HCID 21465086, compoundYield 94.3%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent2×

Procedure

To a solution of the product of STEP 2 (1.26 g) in MeOH (20 mL), add water (5 mL) and LiOH (0.61 g) and stir overnight at ambient temperature. Dilute the reaction mixture with water and extract with Et2O. Acidify the aqueous layer with conc.HCl and extract with EtOAc. Separate the organic layer, wash with water and brine, and concentrate to obtain the title compound (1.06 g).

Workup

  1. extractionextract with Et2O
  2. extractionHCl and extract with EtOAc
  3. customSeparate the organic layer
  4. washwash with water and brine
  5. concentrationconcentrate

Sources & evidence

ORD record
ord-4afd939f4f8d46f781da626a92986ce8
Source dataset
uspto-grants-1997_12
Patent number
US05698548

Reaction notes

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