(+)-Styrene oxide → HCID 10363976, compound

HRID 1462380Notes

Reaction equation

HRID 1462380 reaction equation
[C:1]1([C@@H:7]2[CH2:9][O:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH2:10]([NH:17][CH2:18][CH2:19][O:20][C:21]1[CH:29]=[C:25]([C:26]([NH2:28])=[O:27])[C:24]([OH:30])=[CH:23][CH:22]=1)[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1>C(O)(C)C>[CH2:10]([N:17]([CH2:9][C@H:7]([OH:8])[C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1)[CH2:18][CH2:19][O:20][C:21]1[CH:22]=[CH:23][C:24]([OH:30])=[C:25]([C:26](=[O:27])[NH2:28])[CH:29]=1)[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

Participants

4

Reactant 2

HCID 114705(+)-Styrene oxideHCID 137544195-[2-(Benzylamino)-ethoxy]-salicylamide

Product 1

HCID 10363976HCID 10363976, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

A solution of 7.2 g of (R)-2-phenyl-oxirane and 14.3 g of 5-(2-benzylamino-ethoxy)-salicylamide in 100 ml of isopropanol is refluxed for 22-24 hours. The solution is concentrated by evaporation to yield (R)-α-[N-benzyl-N-[2-(3-carbamoyl-4-hydroxy-phenoxy)-ethyl]-aminomethyl]-benzyl alcohol, which is further processed in this form.

Workup

  1. concentrationThe solution is concentrated by evaporation

Sources & evidence

ORD record
ord-d300352329cd4b4e94b1c5e9a6fe00c3
Source dataset
uspto-grants-1984_07
Patent number
US04460580

Reaction notes

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