Potassium Iodide → 2,5-Dimethylhexane-2,5-diyl bis(2-hydroxyacetate) isophthaloyl chloride 5-acetoxy isophthaloyl chloride

HRID 340871

反応式

HRID 340871 の反応式
[OH:1][CH2:2][C:3]([O:5][C:6]([CH3:18])([CH2:8][CH2:9][C:10]([O:13][C:14](=[O:17])[CH2:15][OH:16])([CH3:12])[CH3:11])[CH3:7])=[O:4].[C:19]([Cl:30])(=[O:29])[C:20]1[CH:28]=[CH:27][CH:26]=[C:22]([C:23]([Cl:25])=[O:24])[CH:21]=1.[C:31]([O:34][C:35]1[CH:36]=[C:37]([C:44]([Cl:46])=[O:45])[CH:38]=[C:39]([CH:43]=1)[C:40]([Cl:42])=[O:41])(=[O:33])[CH3:32].N12CCN(CC1)CC2.[I-].[K+].C(O)(O)CCC>N1C=CC=CC=1>[OH:1][CH2:2][C:3]([O:5][C:6]([CH3:18])([CH2:8][CH2:9][C:10]([O:13][C:14](=[O:17])[CH2:15][OH:16])([CH3:11])[CH3:12])[CH3:7])=[O:4].[C:23]([Cl:25])(=[O:24])[C:22]1[CH:26]=[CH:27][CH:28]=[C:20]([C:19]([Cl:30])=[O:29])[CH:21]=1.[C:31]([O:34][C:35]1[CH:43]=[C:39]([C:40]([Cl:42])=[O:41])[CH:38]=[C:37]([CH:36]=1)[C:44]([Cl:46])=[O:45])(=[O:33])[CH3:32]

参加物

8

反応物 6

HCID 4875Potassium IodideHCID 7451Isophthaloyl chlorideHCID 9237DabcoHCID 165788ButanediolHCID 105155301,3-Benzenedicarbonyl dichloride, 5-(acetyloxy)-HCID 582821182,5-Dimethylhexane-2,5-diyl bis(2-hydroxyacetate)

生成物 1

HCID 1317320892,5-Dimethylhexane-2,5-diyl bis(2-hydroxyacetate) isophthaloyl chloride 5-acetoxy isophthaloyl chloride

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒2 回

実験手順

A solution of 2,5-dimethylhexane-2,5-diyl bis(2-hydroxyacetate) (69) (0.997 g, 3.8 mmol), isophthaloyl chloride (115) (0.406 g, 2.0 mmol), 5-acetoxy isophthaloyl chloride (117) (0.522 g, 2.0 mmol), a catalytic amount of 1,4-diazabicyclo[2.2.2]octane, and a catalytic amount of potassium iodide in 20 mL of pyridine was brought to 50° C. while stirring under nitrogen. After 24 hours, butanediol (0.072 g, 0.8 mmol) diluted in 10 mL of pyridine was added to the reaction mixture using a syringe pump over 8 hours. The solution was then quenched in 200 mL of cold 1N hydrochloric acid. The polymer precipitate is collected by filtration, redissolved in tetrahydrofuran, and precipitated in 100 mL of cold 1N hydrochloric acid. The polymer is then collected by filtration and dried under high vacuum. The polymer was found to have a molecular weight of ˜14,000 g/mol by GPC.

後処理

  1. customwas brought to 50° C.
  2. additionwas added to the reaction mixture
  3. customover 8 hours
  4. customThe solution was then quenched in 200 mL of cold 1N hydrochloric acid
  5. filtrationThe polymer precipitate is collected by filtration
  6. dissolutionredissolved in tetrahydrofuran
  7. customprecipitated in 100 mL of cold 1N hydrochloric acid
  8. filtrationThe polymer is then collected by filtration
  9. customdried under high vacuum

出典と根拠

ORDレコード
ord-166246f5cd0945e6994ee866b8329084
出典データセット
uspto-grants-2014_11
特許番号
US08895691B2

関連ノート

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