N-Propargylbenzylamine → HCID 20342468, compound

HRID 2050204Notes

Reaction equation

HRID 2050204 reaction equation
[Cl:1][C:2]1[CH:13]=[CH:12][C:5]([O:6][CH:7](O)[CH:8]2[O:10][CH2:9]2)=[CH:4][CH:3]=1.[CH2:14]([NH:21][CH2:22][C:23]#[CH:24])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1>>[CH2:14]([N:21]([CH2:22][C:23]#[CH:24])[CH2:9][CH:8]([OH:10])[CH2:7][O:6][C:5]1[CH:12]=[CH:13][C:2]([Cl:1])=[CH:3][CH:4]=1)[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1

Participants

3

Reactant 2

HCID 99277N-PropargylbenzylamineHCID 20342469HCID 20342469, compound

Product 1

HCID 20342468HCID 20342468, compound

Procedure

Upon refluxing 6.36 g. of 1-p-chlorophenoxy-2,3-epoxypropanol with 5 g. of N-benzylpropargylamine in 50 ml. of ethanol and subsequent removal of the solvent as in Example 1, a yellow oil is obtained. Placing this oil on a silica gel column and eluting said column with ethyl acetate produces the pure yellow liquid 1-(N-benzylpropargylamino)-3-p-chlorophenoxy-2-propanol which shows IR and NMR spectra in accordance with its structure and proper analyses for C19H20NO2Cl.

Workup

  1. temperatureUpon refluxing 6.36 g
  2. customof ethanol and subsequent removal of the solvent as in Example 1
  3. customa yellow oil is obtained
  4. washeluting

Sources & evidence

ORD record
ord-533850236e99437099a416aec0cb48e6
Source dataset
uspto-grants-1980_04
Patent number
US04200654

Reaction notes

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