Potassium Hydroxide → HCID 58947949, compound

HRID 1160147Notes

Reaction equation

HRID 1160147 reaction equation
C[O:2][C:3]([C:5]1([CH2:11][S:12](=[O:19])(=[O:18])[N:13]([CH:15]2[CH2:17][CH2:16]2)[CH3:14])[CH2:10][CH2:9][CH2:8][CH2:7][CH2:6]1)=[O:4].[OH-].[K+]>CO>[CH:15]1([N:13]([CH3:14])[S:12]([CH2:11][C:5]2([C:3]([OH:4])=[O:2])[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10]2)(=[O:18])=[O:19])[CH2:16][CH2:17]1

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 58947961HCID 58947961, compound

Product 1

HCID 58947949HCID 58947949, compoundYield 99%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a RT solution of MeOH (30 mL) containing ester 1261-E (4 mmol, 1.1 g) was added aqueous KOH (17.6 mL, 61.7 mmol) and the reaction was brought to 55° C. for 18 hours. Volatile were removed under vacuum and residue was acidified to pH 4 with HCl 1.0N. Diluted with EtOAc and washed with water (2×20 mL) and brine. Organic layer was dried over MgSO4, filtered and concentrated down to give acid 1261-F (1.09 g, 96%).

Workup

  1. customVolatile were removed under vacuum and residue
  2. additionDiluted with EtOAc
  3. washwashed with water (2×20 mL) and brine
  4. dry with materialOrganic layer was dried over MgSO4
  5. filtrationfiltered
  6. concentrationconcentrated down

Sources & evidence

ORD record
ord-8d657dacf2594c9b8b765f94919c5b21
Source dataset
uspto-grants-2010_10
Patent number
US07816326B2

Reaction notes

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