Acetic Acid → HCID 58601833, compound

HRID 914641Notes

Reaction equation

HRID 914641 reaction equation
[CH3:1][O:2][C:3]([C:5]1([NH:40][C:41]([O:43][C:44]([CH3:47])([CH3:46])[CH3:45])=[O:42])[CH2:8][CH:7]([O:9][S:10]([C:13]([F:39])([F:38])[C:14]([O:17][C:18]([F:37])([F:36])[C:19]([F:35])([F:34])[CH2:20][CH:21](I)[CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][C:30]([OH:32])=[O:31])([F:16])[F:15])(=[O:12])=[O:11])[CH2:6]1)=[O:4].C(O)(=O)C>C(OCC)C.[Zn]>[CH3:1][O:2][C:3]([C:5]1([NH:40][C:41]([O:43][C:44]([CH3:47])([CH3:46])[CH3:45])=[O:42])[CH2:8][CH:7]([O:9][S:10]([C:13]([F:38])([F:39])[C:14]([O:17][C:18]([F:37])([F:36])[C:19]([F:35])([F:34])[CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][C:30]([OH:32])=[O:31])([F:16])[F:15])(=[O:12])=[O:11])[CH2:6]1)=[O:4]

Participants

5

Reactant 2

HCID 176Acetic AcidHCID 58601830HCID 58601830, compound

Product 1

HCID 58601833HCID 58601833, compound

Reagents, catalysts & solvents 2

HCID 23994ZincCatalystHCID 3283Diethyl EtherSolvent

Procedure

To the solution of 1-tert-butoxycarbonylamino-3-[2-(12-carboxy-1,1,2,2-tetrafluoro-4-iodododecyloxy)-1,1,2,2-tetrafluoroethanesulfonyloxy]-cyclobutane carboxylic acid methyl ester in diethyl ether was added an excess of zinc metal followed-by acetic acid. The mixture was heated at reflux for 1 hour. The mixture was cooled and the solvent decanted off taking care no zinc metal passed out of the reaction vessel. The solvent was removed at reduced pressure at ambient pressure.

Workup

  1. temperatureThe mixture was heated
  2. temperatureat reflux for 1 hour
  3. temperatureThe mixture was cooled
  4. customthe solvent decanted off
  5. customThe solvent was removed at reduced pressure at ambient pressure

Sources & evidence

ORD record
ord-784575fe62f44c6c96260aa799330f0c
Source dataset
uspto-grants-2007_09
Patent number
US07264792B2

Reaction notes

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