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4'-Fluoroacetophenone → HCID 54261868, 화합물

HRID 1647224
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HRID 1647224 반응식
OS(C(F)(F)F)(=O)=O.C1([Si](C2C=CC=CC=2)(C)C)C=CC=CC=1.C(N(C(C)C)CC)(C)C.[F:33][C:34]1[CH:39]=[CH:38][C:37]([C:40](=[O:42])[CH3:41])=[CH:36][CH:35]=1.[C:43]([C:45]1[CH:46]=[C:47]([CH:50]=[CH:51][CH:52]=1)[CH:48]=O)#[N:44].C(=O)(O)[O-].[Na+]>ClCCl>[F:33][C:34]1[CH:39]=[CH:38][C:37]([C:40](=[O:42])[CH:41]=[CH:48][C:47]2[CH:46]=[C:45]([CH:52]=[CH:51][CH:50]=2)[C:43]#[N:44])=[CH:36][CH:35]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

8

반응물 6

HCID 98284'-FluoroacetophenoneHCID 62406Trifluoromethanesulfonic acidHCID 81531DiisopropylethylamineHCID 90670m-FormylbenzonitrileHCID 136618Dimethyl diphenylsilaneHCID 516892Sodium Bicarbonate

생성물 1

HCID 54261868
HCID 54261868, 화합물
수율 41.8%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

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온도
-78 °C

실험 절차

Triflic acid (3.2 g, 21 mmol) is added portionwise to diphenyldimethylsilane (2.22 g, 10.5 mmol) in 20 mL of dichloromethane and stirred for 1 hour. After cooling to -78° C., diisopropylethylamine (1.42 g, 11 mmol) and 4'-fluoroacetophenone (1.38 g, 10 mmol) are added and the reaction mixture stirred for another hour before adding 3-cyanobenzaldehyde (1.0 g, 7.62 mmol). After the reaction mixture is stirred 18 hours, it is diluted with 100 mL of dichloromethane and stirred 1 hour with a saturated solution of sodium bicarbonate. The organic layer is separated, dried (MgSO4), concentrated and columned over SiO2 eluting with dichloromethane to provide 0.8 g of the title compound; mp 170°-172° C.

후처리

  1. stirringthe reaction mixture stirred for another hour
  2. stirringAfter the reaction mixture is stirred 18 hours
  3. customThe organic layer is separated
  4. dry with materialdried (MgSO4)
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-1747380f47dd41559cd956c6854adc21
출처 데이터셋
uspto-grants-1995_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05430047

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