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4,4'-Difluorobenzophenone → HCID 15133036, 화합물

HRID 1086066
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HRID 1086066 반응식
C([N-]C(C)C)(C)C.[Li+].[CH:9]1([CH2:15][C:16]([O:18][CH2:19][CH3:20])=[O:17])[CH2:14][CH2:13][CH2:12][CH2:11][CH2:10]1.[F:21][C:22]1[CH:36]=[CH:35][C:25]([C:26]([C:28]2[CH:33]=[CH:32][C:31]([F:34])=[CH:30][CH:29]=2)=[O:27])=[CH:24][CH:23]=1>O1CCCC1>[CH:9]1([CH:15]([C:26]([C:25]2[CH:35]=[CH:36][C:22]([F:21])=[CH:23][CH:24]=2)([C:28]2[CH:29]=[CH:30][C:31]([F:34])=[CH:32][CH:33]=2)[OH:27])[C:16]([O:18][CH2:19][CH3:20])=[O:17])[CH2:14][CH2:13][CH2:12][CH2:11][CH2:10]1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 95824,4'-DifluorobenzophenoneHCID 21595Ethyl cyclohexylacetateHCID 2724682Lithium diisopropylamide

생성물 1

HCID 15133036HCID 15133036, 화합물수율 813.5%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

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온도
-70 °C

실험 절차

Lithium diisopropylamide (56 mL of 1.8M, 100 mmol) was added to a solution of ethyl cyclohexylacetate (16.0 g, 100 mmol) in 50 mL tetrahydrofuran at -40° C. and the solution stirred for 0.5 hour. After further cooling to -70° C., 4,4'-difluorobenzophenone (10.9 g, 50 mmol) was added and the solution stirred for 1 hour at -70° C. and then allowed to warm to -10° C. during the next 2 hrs. The reaction was quenched with 2N hydrochloric acid and extracted with diethyl ether. The extracts were dried with magnesium sulfate and concentrated in vacuo. The residue was crystallized from hexane to give 158 g of the title compound; m.p. =118°-119° C.

후처리

  1. stirringthe solution stirred for 1 hour at -70° C.
  2. temperatureto warm to -10° C. during the next 2 hrs
  3. customThe reaction was quenched with 2N hydrochloric acid
  4. extractionextracted with diethyl ether
  5. dry with materialThe extracts were dried with magnesium sulfate
  6. concentrationconcentrated in vacuo
  7. customThe residue was crystallized from hexane

출처 및 근거

ORD 기록
ord-2b288c349c0c4762a78acacfe52bfd21
출처 데이터셋
uspto-grants-1991_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05011947

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