Cyclopropylamine → HCID 67340337, compound

HRID 1994423Notes

Reaction equation

HRID 1994423 reaction equation
[CH2:1]([O:3][CH:4]([O:7][CH2:8][CH3:9])[CH2:5]Br)[CH3:2].[CH:10]1([NH2:13])[CH2:12][CH2:11]1>CCOCC>[CH:10]1([NH:13][CH2:5][CH:4]([O:7][CH2:8][CH3:9])[O:3][CH2:1][CH3:2])[CH2:12][CH2:11]1

Participants

4

Reactant 2

HCID 69828CyclopropylamineHCID 74852Ethane, 2-bromo-1,1-diethoxy-

Product 1

HCID 67340337HCID 67340337, compoundYield 96.7%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A solution of 2.36 g (12 mmol) of 2-bromoacetaldehyde diethyl acetal and 4.94 g (86.6 mmol) of cyclopropylamine was heated in a closed vessel at 120° C. for 2 h. The reaction mixture was cooled to room temperature and diluted with 75 ml of ether and washed with 5% aq NaOH, followed by water and saturated sodium chloride solution. The organic phase was dried (MgSO4) and concentrated in vacuo. The residue was distilled in vacuo (130° C.-140° C.). 2.01 g of the desired compound were obtained. LC/MS M+H=173

Workup

  1. washwashed with 5% aq NaOH
  2. dry with materialThe organic phase was dried (MgSO4)
  3. concentrationconcentrated in vacuo
  4. distillationThe residue was distilled in vacuo (130° C.-140° C.)

Sources & evidence

ORD record
ord-dbe2d80788bb4518a25cdf8129b22873
Source dataset
uspto-grants-2010_01
Patent number
US07652007B2

Reaction notes

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