Water → HCID 637989, compound

HRID 2390905Notes

Reaction equation

HRID 2390905 reaction equation
ClC(Cl)(Cl)C([N:5]1[CH:12]2[CH2:13][CH:8]3[CH2:9][CH:10]([CH2:14][CH:6]1[CH2:7]3)[CH2:11]2)=O.C(O)(C)C.[OH-].[Na+].O>C1(C)C=CC=CC=1>[CH:6]12[CH2:14][CH:10]3[CH2:9][CH:8]([CH2:13][CH:12]([CH2:11]3)[NH:5]1)[CH2:7]2

Participants

6

Reactant 4

HCID 962WaterHCID 3776IsopropanolHCID 14798Sodium HydroxideHCID 686378591-(2-Azatricyclo[3.3.1.13,7]dec-2-yl)-2,2,2-trichloroethanone

Product 1

HCID 637989HCID 637989, compoundYield 77%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
80 °C

Procedure

A solution containing 23.4 g (83 mmol) of N-trichloroacetyl-2-azaadamantane and 70.1 g of isopropanol, was heated to 80° C., and 99.4 g of a 20 wt % NaOH aqueous solution was added, followed by stirring for one hour. 47 g of water and 47 g of toluene were added, followed by liquid separation, to obtain a toluene solution of 2-azaadamantane.

Workup

  1. customfollowed by liquid separation

Sources & evidence

ORD record
ord-13d1a688cba444e894d3671cb837445c
Source dataset
uspto-grants-2012_09
Patent number
US08273889B2

Reaction notes

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