Water → HCID 18320523, compound

HRID 376951Notes

Reaction equation

HRID 376951 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:16]([O:27][CH3:28])=[C:17]2[CH:24]3[CH2:25][CH:20]4[CH2:21][CH:22]([CH2:26][CH:18]2[CH2:19]4)[CH2:23]3)[CH:6]=[C:7]([NH:9]C(=O)C(F)(F)F)[CH:8]=1.O>CO>[NH2:9][C:7]1[CH:6]=[C:5]([C:16]([O:27][CH3:28])=[C:17]2[CH:18]3[CH2:26][CH:22]4[CH2:21][CH:20]([CH2:25][CH:24]2[CH2:23]4)[CH2:19]3)[CH:4]=[C:3]([O:2][CH3:1])[CH:8]=1

Participants

4

Reactant 2

HCID 962WaterHCID 18320538HCID 18320538, compound

Product 1

HCID 18320523HCID 18320523, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Trifluoroacetamide enol ether 31 is hydrolyzed at 60° C. with finely ground K2CO2 (3 eq) in MeOH containing trace water. Work up by partitioning the mixture with EtOAc/H2O, followed by silica gel chromatography provides enol ether aniline 32.

Workup

  1. customby partitioning the mixture with EtOAc/H2O

Sources & evidence

ORD record
ord-6ec7492178204d8fb9fe560e2970b859
Source dataset
uspto-grants-2000_02
Patent number
US06022964

Reaction notes

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