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Butanedione → HCID 11073438, 화합물

HRID 1632593
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HRID 1632593 반응식
[CH3:1][C:2](=[O:6])[C:3](=[O:5])[CH3:4].CN(C1C=CC=CN=1)C.C(N(CC)CC)C.[C:23](OC(=O)C)(=[O:25])[CH3:24]>CCOCC>[C:23]([O:5][C:3](=[CH2:4])[C:2](=[O:6])[CH3:1])(=[O:25])[CH3:24]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 650ButanedioneHCID 7918Acetic AnhydrideHCID 8471TriethylamineHCID 218852-Dimethylaminopyridine

생성물 1

HCID 11073438HCID 11073438, 화합물수율 56%

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

실험 절차

To a solution of 19.6 g. (228 mol) of 2,3-butanedione in 200 ml. of ether was added 3.34 g. (27 mmole) of dimethylamino pyridine, and 23 g. (228 mmole) of triethylamine. The solution was cooled to 0° and 23.24 g. (228 mmol) of acetic anhydride was added dropwise with vigorous stirring. The clear yellow solution was allowed to warm to 25° and was stirred 3 hours. The reaction mixture was transferred to a separatory funnel, washed with water (3x) and dried over MgSO4. Filtration and evaporation in vacuo afforded 17.6 g. of crude 3-acetoxy-3-buten-2-one (assayed by 1H-NMR with internal standard as 91% pure, 56% yield): 1H-NMR (CDCl3) delta 2.06 (s, 3), 2.25 (s, 3), 5.42, 5.49, 5,79, 5.82 (AB, 2).

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후처리

  1. temperatureThe solution was cooled to 0°
  2. temperatureto warm to 25°
  3. customThe reaction mixture was transferred to a separatory funnel
  4. washwashed with water (3x)
  5. dry with materialdried over MgSO4
  6. filtrationFiltration and evaporation in vacuo
  7. customafforded 17.6 g

출처 및 근거

ORD 기록
ord-792c668f1e9d48c18df01e43ce9fc5e6
출처 데이터셋
uspto-grants-1984_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04476312

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