Ammonia → (E)-Hex-3-ene-2,5-diol 5-hydroxyisophthaloyl dichloride

HRID 340878Notes

Reaction equation

HRID 340878 reaction equation
N.[CH3:2][CH:3]([OH:9])/[CH:4]=[CH:5]/[CH:6]([OH:8])[CH3:7].C([O:13][C:14]1[CH:15]=[C:16]([C:23]([Cl:25])=[O:24])[CH:17]=[C:18]([CH:22]=1)[C:19]([Cl:21])=[O:20])(=O)C>O1CCCC1>[CH3:2][CH:3]([OH:9])/[CH:4]=[CH:5]/[CH:6]([OH:8])[CH3:7].[OH:13][C:14]1[CH:22]=[C:18]([C:19]([Cl:21])=[O:20])[CH:17]=[C:16]([CH:15]=1)[C:23]([Cl:25])=[O:24]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 131732095(E)-Hex-3-ene-2,5-diol 5-acetoxy isophthaloyl chloride

Product 1

HCID 131732096(E)-Hex-3-ene-2,5-diol 5-hydroxyisophthaloyl dichloride

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of methanolic ammonia (20 mL, 1 N), polymer (126) dissolved in 5 mL tetrahydrofuran is added and the solution is stirred for two hours. The polymer was then precipitated in 100 mL of cold 1 N hydrochloric acid and collected by filtration. The polymer was then dried under high vacuum and was found to have a molecular weight of ˜5,000 g/mol by GPC.

Workup

  1. additionis added
  2. customThe polymer was then precipitated in 100 mL of cold 1 N hydrochloric acid
  3. filtrationcollected by filtration
  4. customThe polymer was then dried under high vacuum

Sources & evidence

ORD record
ord-708e1604180e452aa6c860b6b991ba5f
Source dataset
uspto-grants-2014_11
Patent number
US08895691B2

Reaction notes

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