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Benzoyl chloride → HCID 13318174, 화합물

HRID 1262816
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HRID 1262816 반응식
[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]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 7412Benzoyl chlorideHCID 8471TriethylamineHCID 54703303HCID 54703303, 화합물

생성물 1

HCID 13318174HCID 13318174, 화합물수율 95%

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

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온도
10 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-ce623c9f9d4e478eb4717369f83e9235
출처 데이터셋
uspto-grants-1984_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04454131

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