Water → tert-Butyl 2-(3-cyanophenyl)-3-propylcarbazate

HRID 22637Notes

Reaction equation

HRID 22637 reaction equation
[C:1]([C:3]1[CH:4]=[C:5]([N:9]([N:17]([CH2:24][CH2:25][CH3:26])C(=O)C(F)(F)F)[C:10]([O:12][C:13]([CH3:16])([CH3:15])[CH3:14])=[O:11])[CH:6]=[CH:7][CH:8]=1)#[N:2].O.[OH-].[Li+]>CO>[C:1]([C:3]1[CH:4]=[C:5]([N:9]([NH:17][CH2:24][CH2:25][CH3:26])[C:10]([O:12][C:13]([CH3:14])([CH3:15])[CH3:16])=[O:11])[CH:6]=[CH:7][CH:8]=1)#[N:2]

Participants

5

Reactant 3

HCID 962WaterHCID 3939Lithium HydroxideHCID 22591513Tert-butyl 2-(3-cyanophenyl)-3-propyl-3-(2,2,2-trifluoracetyl)carbazate

Product 1

HCID 22591495tert-Butyl 2-(3-cyanophenyl)-3-propylcarbazateYield 63.8%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

5.64 g (15.187 mmol) of crude product 403 are dissolved in 100 ml of methanol and treated at RT with 10 ml of completely deionized water and 1.08 g (45.24 mmol) of lithium hydroxide. The reaction mixture is then stirred for 5 h. After customary work-up, 2.67 g (63.8%) of 404 are thus obtained as an oil; MS(FAB)=276.

Sources & evidence

ORD record
ord-f82342c37f134165b376c8e3ea59ff61
Source dataset
uspto-grants-2005_02
Patent number
US06849626B2

Reaction notes

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