HCID 44221361, compound → HCID 59850848, compound

HRID 2373128Notes

Reaction equation

HRID 2373128 reaction equation
[F:1][C:2]([F:23])([F:22])[C:3]1[CH:8]=[CH:7][C:6]([C:9]2[CH:14]=[CH:13][C:12](C(OCCCC)=O)=[CH:11][CH:10]=2)=[CH:5][CH:4]=1.IC1C=C(C=CC=1)[C:28]([O:30][CH2:31][CH2:32][CH2:33][CH3:34])=[O:29]>>[F:23][C:2]([F:1])([F:22])[C:3]1[CH:4]=[CH:5][C:6]([C:9]2[CH:10]=[CH:11][CH:12]=[C:13]([C:28]([O:30][CH2:31][CH2:32][CH2:33][CH3:34])=[O:29])[CH:14]=2)=[CH:7][CH:8]=1

Participants

3

Reactant 2

HCID 44221361HCID 44221361, compoundHCID 66588157HCID 66588157, compound

Product 1

HCID 59850848HCID 59850848, compoundYield 40%

Procedure

This compound was prepared by the procedure for butyl 4′-(trifluoromethyl)biphenyl-4-carboxylate (CS-16), except using butyl 3-iodobenzoate instead of butyl 4-iodobenzoate. The product was purified by column chromatography followed by vacuum distillation, collecting fraction bp 127-131° C./0.12 mm. The product was a colorless oil, and obtained in 40% yield. 1H NMR (CDCl3): δ 0.99 (t, 3H), 1.5 (m, 2H), 1.8 (m, 2H), 4.37 (t, 2H), 7.54 (d, 2H), 7.72 (s, 4H), 7.77 (d, 2H), 8.09 (d, 2H), 8.28 (s, 2H).

Workup

  1. customThe product was purified by column chromatography
  2. distillationfollowed by vacuum distillation
  3. customcollecting fraction bp 127-131° C./0.12 mm
  4. customobtained in 40% yield

Sources & evidence

ORD record
ord-21a8a337476c4837b49a66abafd425a3
Source dataset
uspto-grants-2008_12
Patent number
US07459263B2

Reaction notes

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