Acetic Acid → HCID 68699270, compound

HRID 1437368Notes

Reaction equation

HRID 1437368 reaction equation
C([O:3][C:4]([C@@H:6]1[CH2:11][CH2:10][C@@H:9]([NH:12][C@@H:13]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH3:14])[C@@H:8]([F:21])[CH2:7]1)=[O:5])C.[OH-].[Li+].C(O)(=O)C>CO>[C:4]([OH:5])(=[O:3])[CH3:6].[F:21][C@@H:8]1[C@H:9]([NH:12][C@@H:13]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH3:14])[CH2:10][CH2:11][C@@H:6]([C:4]([OH:5])=[O:3])[CH2:7]1

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 3939Lithium HydroxideHCID 57941060HCID 57941060, compound

Product 1

HCID 68699270HCID 68699270, compoundYield 122.6%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of ester (c) (1.5 g) in methanol (50 mL) was treated with lithium hydroxide (630 mg). After 2 hours acetic acid (1 mL) was added and the mixture was evaporated to dryness. Chromatography on silica eluting with 1:9:90 (acetic acid:methanol:dichloromethane) afforded an oil (1.02 g).

Workup

  1. customthe mixture was evaporated to dryness

Sources & evidence

ORD record
ord-9c27ce1ba6ab4d75af38d3f90bf92473
Source dataset
uspto-grants-2009_11
Patent number
US07622481B2

Reaction notes

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