Lithium hydroxide, monohydrate → HCID 22618896, compound

HRID 842298Notes

Reaction equation

HRID 842298 reaction equation
C([O:4][CH2:5][C:6]([NH:28][C:29]([O:31][C:32]([CH3:35])([CH3:34])[CH3:33])=[O:30])([CH2:26][CH3:27])[CH2:7][CH2:8][C:9]1[CH:14]=[CH:13][C:12]([O:15][CH2:16][CH2:17][CH2:18][CH2:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)=[CH:11][CH:10]=1)(=O)C.O.[OH-].[Li+]>CO.O>[C:32]([O:31][C:29]([NH:28][C:6]([CH2:26][CH3:27])([CH2:7][CH2:8][C:9]1[CH:10]=[CH:11][C:12]([O:15][CH2:16][CH2:17][CH2:18][CH2:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)=[CH:13][CH:14]=1)[CH2:5][OH:4])=[O:30])([CH3:35])([CH3:34])[CH3:33]

Participants

5

Reactant 2

HCID 168937Lithium hydroxide, monohydrateHCID 70170307HCID 70170307, compound

Product 1

HCID 22618896HCID 22618896, compoundYield 116%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent2×

Procedure

To a solution of 2-tert-butoxycarbonylamino-2-ethyl-4-(4-(4-phenylbutyloxy)phenyl)butyl acetate (3.4 g) in methanol (50 ml) was added a solution of lithium hydroxide monohydrate (0.33 g) in water (10 ml) and the mixture was stirred at room temperature for 20 minutes. The reaction mixture was poured into water and extracted with ethyl acetate. The ethyl acetate layer was washed with a saturated brine and dried over anhydrous sodium sulfate. The solvent was distilled away under reduced pressure to give the subject compound (3.6 g).

Workup

  1. extractionextracted with ethyl acetate
  2. washThe ethyl acetate layer was washed with a saturated brine
  3. dry with materialdried over anhydrous sodium sulfate
  4. distillationThe solvent was distilled away under reduced pressure

Sources & evidence

ORD record
ord-44f073cd120e4966882af0ba3912606c
Source dataset
uspto-grants-2002_04
Patent number
US06372800B1

Reaction notes

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