Acetic Acid → HCID 11110226, compound

HRID 964324Notes

Reaction equation

HRID 964324 reaction equation
[C:1]1([C:7]2[O:8][C:9]3[CH:15]=[CH:14][C:13]([O:16][CH2:17][C:18](=[O:20])[NH2:19])=[CH:12][C:10]=3[CH:11]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:21]([OH:24])(=[O:23])[CH3:22]>>[C:21]([O:24][CH:11]([C:10]1[CH:9]=[CH:15][CH:14]=[C:13]([O:16][CH2:17][C:18](=[O:20])[NH2:19])[CH:12]=1)[C:7](=[O:8])[C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1)(=[O:23])[CH3:22]

Participants

3

Reactant 2

HCID 176Acetic AcidHCID 10683246HCID 10683246, compound

Product 1

HCID 11110226HCID 11110226, compound

Procedure

Irradiation of 7 resulted in a clean conversion to the phenylbenzofurans 8 and 9. Steady-state photolysis spectra of 7 show two isosbestic points throughout the course of the photolysis (FIG. 3). The two isomeric photoproducts 8 and 9 were produced in a 98% yield at a ratio of 3:1 as determined by GCMS and NMR of the isolated phenylbenzofurans, along with an equivalent of acetic acid.

Workup

  1. customIrradiation of 7
  2. customThe two isomeric photoproducts 8 and 9 were produced in a 98% yield at a ratio of 3:1

Sources & evidence

ORD record
ord-d0d4728547934115a3a176547ea6ea05
Source dataset
uspto-grants-1998_06
Patent number
US05767288

Reaction notes

Loading…