Trifluoroacetic acid → HCID 17862562, compound

HRID 1766936Notes

Reaction equation

[CH2:1]([O:4][C:5]([O:7][CH2:8][C:9]1[CH:26]=[CH:25][C:24]([C:27]#[N:28])=[CH:23][C:10]=1[C:11]([O:13]CC1C=CC(OC)=CC=1)=[O:12])=[O:6])[CH:2]=[CH2:3].C1(OC)C=CC=CC=1.FC(F)(F)C(O)=O>C1(C)C=CC=CC=1>[CH2:1]([O:4][C:5]([O:7][CH2:8][C:9]1[CH:26]=[CH:25][C:24]([C:27]#[N:28])=[CH:23][C:10]=1[C:11]([OH:13])=[O:12])=[O:6])[CH:2]=[CH2:3]

Participants

Conditions

Temperature: 0 °C

Procedure

A mixture of 4-methoxybenzyl 2-[(allyloxycarbonyl)oxymethyl]-5-cyanobenzoate (3 g, 7.9 mmol) and anisole (3.5 g) was cooled to 0° C., and trifluoroacetic acid (10 ml) was added thereto. The mixture was stirred at room temperature for 15 minutes, diluted with toluene, and the solvent was distilled off under reduced pressure. The residue was subjected to chromatography on a silica gel (35 g) column (eluent; dichloromethane:ethyl acetate=1:1) to afford the title compound (1.95 g, 95% yield) as a colorless solid (mp. 81-83° C.)

Workup

distillationthe solvent was distilled off under reduced pressure

Sources & evidence

ORD record: ord-cfd4a0f16e9a4b948a3a5d451a6b57cb
Source dataset: uspto-grants-2007_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07230023B2

Reaction notes

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