Formic Acid → HCID 59191252, compound

HRID 626031Notes

Reaction equation

[C:1](OC(=O)C)(=[O:3])C.C(O)=O.[CH2:11]([C:13]1[CH:26]=[CH:25][C:16]([O:17][C:18]2[CH:24]=[CH:23][CH:22]=[CH:21][C:19]=2[NH2:20])=[C:15]([O:27][CH3:28])[CH:14]=1)[CH3:12]>C1COCC1>[CH2:11]([C:13]1[CH:26]=[CH:25][C:16]([O:17][C:18]2[CH:24]=[CH:23][CH:22]=[CH:21][C:19]=2[NH:20][CH:1]=[O:3])=[C:15]([O:27][CH3:28])[CH:14]=1)[CH3:12]

Participants

Conditions

Temperature: 60 °C

Procedure

To acetic anhydride (0.53 mmol; 51 μL) under argon, at 0° C., was added formic acid (0.66 mmol; 25 μL). The reaction was stirred 2 hours at 60° C. After cooling to 0° C., the mixture was diluted with 1 mL of dry THF, followed by a solution of 2-(4-ethyl-2-methoxyphenoxy)aniline (0.21 mmol; 50 mg) in dry THF (1 mL). The reaction was stirred 2 hours at room temperature. The mixture was concentrated in vacuo to give the title compound (72 mg; quantitative) as a brown oil, used without further purification.

Workup

temperatureAfter cooling to 0° C.
stirringThe reaction was stirred 2 hours at room temperature
concentrationThe mixture was concentrated in vacuo

Sources & evidence

ORD record: ord-3ab2673ea26f4297a2101b3f2ae437cf
Source dataset: uspto-grants-2016_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09309179B2

Reaction notes

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