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Benzoyl chloride → HCID 13318174、化合物

HRID 1262816
ノート
印刷プレビュー

反応式

HRID 1262816 の反応式
[CH3:1][C:2]1[C:6]([OH:7])=[C:5]([C:8]([O:10][CH:11]([CH3:13])[CH3:12])=[O:9])[S:4][C:3]=1[C:14]([O:16][CH:17]([CH3:19])[CH3:18])=[O:15].C(N(CC)CC)C.[C:27](Cl)(=[O:34])[C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1>O1CCOCC1>[CH3:1][C:2]1[C:6]([O:7][C:27](=[O:34])[C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)=[C:5]([C:8]([O:10][CH:11]([CH3:13])[CH3:12])=[O:9])[S:4][C:3]=1[C:14]([O:16][CH:17]([CH3:19])[CH3:18])=[O:15]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 7412Benzoyl chlorideHCID 8471TriethylamineHCID 54703303HCID 54703303、化合物

生成物 1

HCID 13318174HCID 13318174、化合物収率 95%

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

反応条件

温度
10 °C

実験手順

A mixture of di-isopropyl 3-methyl-4-hydroxy-2,5-thiophene-dicarboxylate (656 g, 2.30 mol), triethylamine (297 g, 2.98 mol) and dioxane (2 l) was cooled with ice to about 10° C. The solution was added, while stirring, with benzoyl chloride (351 g, 2.5 mol) over about 10 minutes, followed by further stirring for 30 minutes at room temperature. After removing the precipitate of triethylamine hydrochloride salt by filtration, the solution was distilled in vacuo to remove dioxane. Toluene was then added to the remaining residue, and the solution was washed with 5% aqueous sodium bicarbonate and water, and then dried over MgSO4. The solvent was removed by distillation to give almost pure di-isopropyl 3-methyl-4-benzoyloxy-2,5-thiophene dicarboxylate (851 g, 95%). nD10 1.5499.

後処理

  1. additionThe solution was added
  2. customAfter removing the precipitate of triethylamine hydrochloride salt
  3. filtrationby filtration
  4. distillationthe solution was distilled in vacuo
  5. customto remove dioxane
  6. additionToluene was then added to the remaining residue
  7. washthe solution was washed with 5% aqueous sodium bicarbonate and water
  8. dry with materialdried over MgSO4
  9. customThe solvent was removed by distillation

出典と根拠

ORDレコード
ord-ce623c9f9d4e478eb4717369f83e9235
出典データセット
uspto-grants-1984_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04454131

反応ノート

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