Formic Acid → N-Formyl-L-valine

HRID 1447947Notes

Reaction equation

[NH2:1][C@H:2]([C:6]([OH:8])=[O:7])[CH:3]([CH3:5])[CH3:4].[CH:9](O)=[O:10]>>[CH:9]([NH:1][C@H:2]([C:6]([OH:8])=[O:7])[CH:3]([CH3:5])[CH3:4])=[O:10]

Participants

Reactant 2

HCID 284Formic Acid

HCID 6287L-Valine

Product 1

HCID 6950945N-Formyl-L-valine

Procedure

To valine (11.7 g, 0.10 mol) in 88% formic acid (40 ml) is added acetic formylanhydride (26.3 g, 0.30 mol) over 0.5 hr at 5°. The reaction mixture is warmed to 24° and stirred for 17 hours. The reaction is worked up by distilling off (bath temp. 45°-50°) the solvent, excess anhydride and acetic acid, to give, as a white solid, N-formylvaline, recrystallized from hot ethanol, m.p. 143°-145°.

Workup

temperatureThe reaction mixture is warmed to 24°
distillationby distilling off (bath temp. 45°-50°) the solvent, excess anhydride and acetic acid

Sources & evidence

ORD record: ord-4286a7b1072d48c2b0598dd95bde305f
Source dataset: uspto-grants-1979_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04178293

Reaction notes

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