Trifluoroacetic acid → HCID 18319546, compound

HRID 1699370Notes

Reaction equation

HRID 1699370 reaction equation
C([O:5][C:6](/[CH:8]=[CH:9]/[C:10]1[C:20]2[O:19][CH2:18][CH2:17][C:16]([C:21]([O:23][CH2:24][CH3:25])=[O:22])=[CH:15][C:14]=2[CH:13]=[CH:12][CH:11]=1)=[O:7])(C)(C)C.FC(F)(F)C(O)=O>>[C:6](/[CH:8]=[CH:9]/[C:10]1[C:20]2[O:19][CH2:18][CH2:17][C:16]([C:21]([O:23][CH2:24][CH3:25])=[O:22])=[CH:15][C:14]=2[CH:13]=[CH:12][CH:11]=1)([OH:7])=[O:5]

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 18319602HCID 18319602, compound

Product 1

HCID 18319546HCID 18319546, compoundYield 64%

Procedure

To a solution of ethyl 9-[(E)-(2-tert-butoxycarbonylvinyl)]-2,3-dihydro-1-benzoxepin-4-carboxylate (0.56 g) was added trifluoroacetic acid (0.63 ml) at 0° C. The reaction mixture was stirred overnight at ambient temperature and evaporated in vacuo. The residue was triturated with diisopropyl ether to give a solid of ethyl 9-[(E)-(2-carboxyvinyl)]-2,3-dihydro-1-benzoxepin-4-carboxylate (0.3 g).

Workup

  1. customevaporated in vacuo
  2. customThe residue was triturated with diisopropyl ether

Sources & evidence

ORD record
ord-68c8fbcd244e44698723b1bbfbdf8d2e
Source dataset
uspto-grants-2002_02
Patent number
US06346527B1

Reaction notes

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