Methanol → HCID 86705169, compound

HRID 2401266Notes

Reaction equation

HRID 2401266 reaction equation
[NH2:1][C@@H:2]([CH2:5][CH2:6][CH3:7])[CH2:3][OH:4].[CH3:8][O:9][C:10]1[CH:15]=[CH:14][C:13]([N:16]=[C:17]=[O:18])=[CH:12][CH:11]=1.CO>C1COCC1>[OH:4][CH2:3][C@@H:2]([NH:1][C:17]([NH:16][C:13]1[CH:14]=[CH:15][C:10]([O:9][CH3:8])=[CH:11][CH:12]=1)=[O:18])[CH2:5][CH2:6][CH3:7]

Participants

5

Reactant 3

HCID 887MethanolHCID 794431-Isocyanato-4-methoxybenzeneHCID 6951248(2S)-2-aminopentan-1-ol

Product 1

HCID 86705169HCID 86705169, compoundYield 105.3%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

A solution of (2S)-2-aminopentan-1-ol (500 mg) in THF (6 mL) was cooled in a dry ice-acetone bath under nitrogen atmosphere, and a solution of 4-methoxyphenyl isocyanate (657 mg) in THF (4 mL) was added dropwise thereto. After the mixture was stirred for 17 hr while gradually warming to room temperature, methanol was added thereto, and the solvent was distilled off under reduced pressure to afford 1-[(2S)-1-hydroxypentan-2-yl]-3-(4-methoxyphenyl)urea (1.17 g).

Workup

  1. distillationthe solvent was distilled off under reduced pressure

Sources & evidence

ORD record
ord-592e7c72b4c644179c0bffe608e41516
Source dataset
uspto-grants-2014_08
Patent number
US08796272B2

Reaction notes

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