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Acetone → HCID 9817284, 화합물

HRID 1075465
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HRID 1075465 반응식
[CH2:1]=[C:2]([CH2:13][CH2:14][C:15]([O:17]CC1C=CC=CC=1)=[O:16])[C:3]([O:5]CC1C=CC=CC=1)=[O:4].[CH2:25]([SH:32])[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1.CC(C)=[O:35]>CN(C)C1C=CN=CC=1>[CH2:25]([S:32]([CH2:1][CH:2]([CH2:13][CH2:14][C:15]([OH:17])=[O:16])[C:3]([OH:5])=[O:4])=[O:35])[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 180AcetoneHCID 7509Benzyl mercaptanHCID 10947302Dibenzyl 2-methylenepentanedioate

생성물 1

HCID 9817284HCID 9817284, 화합물수율 90%

시약·촉매·용매 1

HCID 142844-(Dimethylamino)pyridine촉매

실험 절차

To a solution of dibenzyl 2-methylenepentanedioate (12.16 g, 37.5 mmol) in acetone (100 ml), was added benzylmercaptan (9.31 g, 75.0 mmol) and 4-dimethylaminopyridine (0.46 g, 3.75 mmol) with stirring. The reaction mixture was refluxed for 16 hours. The cooled solution was concentrated under reduced pressure and purified by column chromatography to yield 15.2 g (90%) of clear oil. 1H NMR (CDCl3): δ 2.0 (m, 2H), 2.3 (m, 2H), 2.5 (m, 1H), 2.6 (m, 2H), 3.6 (s, 2H), 4.9 (s, 2H), 5.0 (m, 2H), 7.2-7.5 (m, 15H).

후처리

  1. temperatureThe reaction mixture was refluxed for 16 hours
  2. concentrationThe cooled solution was concentrated under reduced pressure
  3. custompurified by column chromatography

출처 및 근거

ORD 기록
ord-4e5705c7eaa84bd1a1c01543d8456bec
출처 데이터셋
uspto-grants-1999_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05902817

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