Water → 1-(benzo[b]furan-4-yloxy)-3-beta-(N-benzylcarbamoyl)ethylamino-2-propanol

HRID 1764122Notes

Reaction equation

HRID 1764122 reaction equation
[O:1]1[CH:5]=[CH:4][C:3]2[C:6]([O:10][CH2:11][CH:12]3[O:14][CH2:13]3)=[CH:7][CH:8]=[CH:9][C:2]1=2.Cl.C([NH:23][CH2:24][CH2:25][C:26]([NH:28][CH2:29][C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1)=[O:27])C1C=CC=CC=1.C(=O)([O-])O.[Na+].O>C(O)(C)C>[O:1]1[CH:5]=[CH:4][C:3]2[C:6]([O:10][CH2:11][CH:12]([OH:14])[CH2:13][NH:23][CH2:24][CH2:25][C:26](=[O:27])[NH:28][CH2:29][C:30]3[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=3)=[CH:7][CH:8]=[CH:9][C:2]1=2

Participants

6

Reactant 4

HCID 962WaterHCID 516892Sodium BicarbonateHCID 130640321-(Benzo[b]furan-4-yloxy)-2,3-epoxypropaneHCID 20342449beta-benzylamino-N-benzylpropionamide hydrochloride

Product 1

HCID 705932311-(benzo[b]furan-4-yloxy)-3-beta-(N-benzylcarbamoyl)ethylamino-2-propanol

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

In a similar manner to that described above but using a mixture of 1-(benzo[b]furan-4-yloxy)-2,3-epoxypropane (1.9 g.), β-benzylamino-N-benzylpropionamide hydrochloride (3.05 g.), sodium hydrogen carbonate (0.84 g.), water (5 ml.) and isopropanol (40 ml.) there is obtained 1-(benzo[b]furan-4-yloxy)-3-β-(N-benzylcarbamoyl)ethylamino-2-propanol, m.p. 109°-110° C. The β-benzylamino-N-benzylpropionamide hydrochloride used as starting material may also be prepared in the manner described above, m.p. 237°-239° C.

Sources & evidence

ORD record
ord-96639c2065c543cd82093d2d916f023e
Source dataset
uspto-grants-1978_09
Patent number
US04115409

Reaction notes

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