Acetic Acid → HCID 18614760, compound

HRID 1265186Notes

Reaction equation

[Cl:1][C:2]1[CH:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:5]=[C:4]([Cl:12])[C:3]=1[N:13]1[CH:17]=[C:16]2[CH2:18][C:19]([F:22])([F:21])[CH2:20][C:15]2=[N:14]1.C(O)(=[O:25])C>[O-2].[Cr+6].[O-2].[O-2]>[Cl:1][C:2]1[CH:7]=[C:6]([C:8]([F:9])([F:10])[F:11])[CH:5]=[C:4]([Cl:12])[C:3]=1[N:13]1[CH:17]=[C:16]2[C:18](=[O:25])[C:19]([F:21])([F:22])[CH2:20][C:15]2=[N:14]1

Participants

Conditions

Temperature: 50 °C

Procedure

To a solution of (90) (36.7 mg, 103 mmol) in 1 mL acetic acid was added chromium(VI) oxide (31 mg, 308 mmol). The mixture was stirred at 50° C. for 12 h. The mixture was then chromatographed on a silica gel TLC plate using hexane/ethyl acetate (9:1) to give (91): yield 50%: 1H NMR (400 MHz, CDCl3) δ 8.01 (s, 1H), 7.80 (s, 2H), 3.63 (t, 2H, J=11.77 Hz).

Workup

customThe mixture was then chromatographed on a silica gel TLC plate

Sources & evidence

ORD record: ord-39d45a6281a3482b8e0bb9cfe07a68d0
Source dataset: uspto-grants-2003_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06545033B1

Reaction notes

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