Benzylamine → HCID 86630236, compound

HRID 424434Notes

Reaction equation

HRID 424434 reaction equation
[CH3:1][S:2]([O:5][C:6]1[CH:11]=[CH:10][C:9]([C@H:12]2[CH2:14][O:13]2)=[CH:8][CH:7]=1)(=[O:4])=[O:3].[CH2:15]([NH2:22])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>>[CH3:1][S:2]([O:5][C:6]1[CH:11]=[CH:10][C:9]([C@H:12]([OH:13])[CH2:14][NH:22][CH2:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)=[CH:8][CH:7]=1)(=[O:4])=[O:3]

Participants

3

Reactant 2

HCID 7504BenzylamineHCID 86630237HCID 86630237, compound

Product 1

HCID 86630236HCID 86630236, compoundYield 69%

Conditions

Temperature
80 °C

Procedure

A mixture of 4-((S)-oxiranyl)phenyl methanesulfonate (69 g, 322 mmol) and benzylamine (104 g, 971 mmol) was heated at 80° C. for 3 hours. An excess benzylamine was evaporated under reduced pressure and the residue was washed with diisopropyl ether to afford 4-((1S)-2-benzylamino-1-hydroxyethyl)phenyl methanesulfonate (71.0 g, 69%) as white crystals.

Workup

  1. customAn excess benzylamine was evaporated under reduced pressure
  2. washthe residue was washed with diisopropyl ether

Sources & evidence

ORD record
ord-14d51b2c5a60493caa901e31f6217681
Source dataset
uspto-grants-2012_01
Patent number
US08106045B2

Reaction notes

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