Formaldehyde → HCID 54050063, compound

HRID 595801Notes

Reaction equation

HRID 595801 reaction equation
[NH2:1][C@@H:2]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)[CH2:3][OH:4].[CH2:11]=O>CO>[C:5]1([C@H:2]2[CH2:3][O:4][CH2:11][NH:1]2)[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1

Participants

4

Reactant 2

HCID 712FormaldehydeHCID 1347972-Amino-2-phenylethan-1-ol

Product 1

HCID 54050063HCID 54050063, compoundYield 40%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of (S)-2-amino-2-phenylethanol (1.5 g, 10.93 mmol) in methanol (36.4 mL) was added formaldehyde (1.065 g, 13.12 mmol) at room temperature. The reaction mixture was stirred at room temperature for 2 days. The reaction mixture was concentrated to dryness. The crude material was purified by flash chromatography (0-50% EtOAc/heptanes) to give (S)-4-phenyloxazolidine in 40% yield. LCMS (m/z): 150.1 (MH+), 0.31 min.

Workup

  1. concentrationThe reaction mixture was concentrated to dryness
  2. customThe crude material was purified by flash chromatography (0-50% EtOAc/heptanes)

Sources & evidence

ORD record
ord-282b50a79adc4445b46c2d13ad5ec036
Source dataset
uspto-grants-2016_01
Patent number
US09242996B2

Reaction notes

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