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4,4'-Difluorobenzophenone → HCID 15133036、化合物

HRID 1086066
ノート
印刷プレビュー

反応式

HRID 1086066 の反応式
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
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

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

生成物 1

HCID 15133036HCID 15133036、化合物収率 813.5%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
-70 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-2b288c349c0c4762a78acacfe52bfd21
出典データセット
uspto-grants-1991_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05011947

反応ノート

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