Water → HCID 131729319, compound

HRID 657538Notes

Reaction equation

HRID 657538 reaction equation
[O:1]1[C:5]2[CH:6]=[C:7]3[CH2:11][CH:10]([CH2:12][NH2:13])[C:8]3=[CH:9][C:4]=2[O:3][CH2:2]1.O.[OH-].[Na+].Cl[C:18]([O:20][CH2:21][CH3:22])=[O:19]>ClCCl>[CH2:21]([O:20][C:18](=[O:19])[NH:13][CH2:12][CH:10]1[C:8]2=[CH:9][C:4]3[O:3][CH2:2][O:1][C:5]=3[CH:6]=[C:7]2[CH2:11]1)[CH3:22]

Participants

6

Reactant 4

HCID 962WaterHCID 10928Ethyl chloroformateHCID 14798Sodium HydroxideHCID 68527763HCID 68527763, compound

Product 1

HCID 131729319HCID 131729319, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

7.9 g (44.6 mmoles) of (5,6-dihydrocyclobuta[4,5]benzo[1,2-d][1,3]dioxol-5-ylmethyl)amine are dissolved in 80 mL of dichloromethane. 80 mL of water and 6 mL (1.6 equivalents) of (12N) aqueous sodium hydroxide solution are added. Over 15 minutes there are added 3.95 mL (1.1 equivalents) of ethyl chloroformate and stirring is carried out at 25° C. for 2 hours. The mixture is separated and the organic phases is washed with saturated aqueous NaHCO3 solution. Drying over MgSO4, filtration and evaporation to dryness are carried out. The expected product is obtained in the form of a brown solid.

Workup

  1. customThe mixture is separated
  2. washthe organic phases is washed with saturated aqueous NaHCO3 solution
  3. dry with materialDrying over MgSO4, filtration and evaporation to dryness

Sources & evidence

ORD record
ord-e99a1fca95674f77b4e7f6d72a7fe2d6
Source dataset
uspto-grants-2011_12
Patent number
US08076325B2

Reaction notes

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