Lithium Hydroxide → HCID 14980568, compound

HRID 1590106Notes

Reaction equation

HRID 1590106 reaction equation
[C:1]([CH2:5][S:6][C:7]1[C:15]2[C:10](=[CH:11][CH:12]=[C:13]([OH:16])[CH:14]=2)[N:9]([CH2:17][C:18]2[CH:23]=[CH:22][C:21]([Cl:24])=[CH:20][CH:19]=2)[C:8]=1[CH2:25][C:26]([CH3:32])([CH3:31])[C:27]([O:29][CH3:30])=[O:28])([O:3]C)=[O:2].[Li+].[OH-]>CO.O>[C:1]([CH2:5][S:6][C:7]1[C:15]2[C:10](=[CH:11][CH:12]=[C:13]([OH:16])[CH:14]=2)[N:9]([CH2:17][C:18]2[CH:23]=[CH:22][C:21]([Cl:24])=[CH:20][CH:19]=2)[C:8]=1[CH2:25][C:26]([CH3:32])([CH3:31])[C:27]([O:29][CH3:30])=[O:28])([OH:3])=[O:2]

Participants

5

Reactant 2

HCID 3939Lithium HydroxideHCID 14980567HCID 14980567, compound

Product 1

HCID 14980568HCID 14980568, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

To a solution of diester from Step 3 (4.5 g, 9.46 mmol) in MeOH (90 mL) there was added 1N LiOH (50 mL) and the mixture was stirred for 1 hour at r.t. It was then diluted with H2O and extracted twice with Et2O. The aqueous fraction was then acidified with 6N HCl and extracted 4 times with Et2O. These extracts were washed 4 times with H2O, dried and evaporated to yield the title compound as a thick oil.

Workup

  1. extractionextracted twice with Et2O
  2. extractionextracted 4 times with Et2O
  3. washThese extracts were washed 4 times with H2O
  4. customdried
  5. customevaporated

Sources & evidence

ORD record
ord-1c255a097394461793265e93d641f7d2
Source dataset
uspto-grants-1993_04
Patent number
US05202321

Reaction notes

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