Benzylamine → HCID 57240757, compound

HRID 1375047Notes

Reaction equation

HRID 1375047 reaction equation
[CH2:1]([O:5][CH3:6])[C@H:2]1[O:4][CH2:3]1.[CH2:7]([NH2:14])[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1>CO>[CH2:7]([N:14]([CH2:3][C@H:2]([OH:4])[CH2:1][O:5][CH3:6])[CH2:3][C@H:2]([OH:4])[CH2:1][O:5][CH3:6])[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

Participants

4

Reactant 2

HCID 7504BenzylamineHCID 6992187(S)-(+)-Methyl glycidyl ether2×

Product 1

HCID 57240757HCID 57240757, compoundYield 92.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
55 °C

Procedure

A solution of (S)-methyl glycidyl ether (10 g) and benzylamine (3.62 g) in methanol (50 ml) was stirred at 55° C. for 2 hours. To the mixture was added (S)-methyl glycidyl ether (1 g), and the mixture was stirred at 55° C. for 2 hours, and then evaporated under reduced pressure. Toluene was added to the residue and evaporated under reduced pressure to give (2S)-1-[N-benzyl-N-[(2S)-2-hydroxy-3-methoxypropyl]amino]-3-methoxypropan-2-ol (8.84 g) as a pale yellow oil.

Workup

  1. customevaporated under reduced pressure
  2. additionToluene was added to the residue
  3. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-5d90a115f7db4d9e91e9c72f1c4ee2fe
Source dataset
uspto-grants-2007_01
Patent number
US07166598B2

Reaction notes

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