Thionyl Chloride → HCID 86718851, compound

HRID 2283153Notes

Reaction equation

HRID 2283153 reaction equation
[F:1][C:2]([F:36])([O:26][C:27]1[CH:35]=[CH:34][C:30]([C:31](O)=[O:32])=[CH:29][CH:28]=1)[CH:3]([F:25])[O:4][C:5]([F:24])([F:23])[C:6]([F:22])([O:11][C:12]([F:21])([F:20])[C:13]([F:19])([F:18])[C:14]([F:17])([F:16])[F:15])[C:7]([F:10])([F:9])[F:8].S(Cl)([Cl:39])=O>>[F:1][C:2]([F:36])([O:26][C:27]1[CH:35]=[CH:34][C:30]([C:31]([Cl:39])=[O:32])=[CH:29][CH:28]=1)[CH:3]([F:25])[O:4][C:5]([F:24])([F:23])[C:6]([F:22])([O:11][C:12]([F:21])([F:20])[C:13]([F:19])([F:18])[C:14]([F:17])([F:16])[F:15])[C:7]([F:10])([F:9])[F:8]

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 86718850HCID 86718850, compound

Product 1

HCID 86718851HCID 86718851, compound

Procedure

4-(1,1,2-trifluoro-2-(1,1,2,3,3,3-hexafluoro-2-(perfluoropropoxy)propoxy)ethoxy)benzoic acid (52.00 g, 0.0912 mol) as prepared in Example 12 and thionyl chloride (365 g, 3.09 mol) were place in an oven dried RB flask equipped with a stirrer, reflux condenser and under nitrogen. The reaction was placed in an oil bath and heated to a gentle reflux overnight. The content was analyzed by proton NMR and shown to be 4-(1,1,2-trifluoro-2-(1,1,2,3,3,3-hexafluoro-2-(perfluoropropoxy)propoxy)ethoxy)benzoyl chloride.

Workup

  1. customdried RB flask
  2. customequipped with a stirrer
  3. temperaturereflux condenser
  4. customThe reaction was placed in an oil bath
  5. temperatureheated to
  6. temperaturea gentle reflux overnight

Sources & evidence

ORD record
ord-6ac5c43f33ca43b995f70319716e035e
Source dataset
uspto-grants-2015_09
Patent number
US09145356B2

Reaction notes

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