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Hydrochloric Acid → 1-(4-Chlorophenyl)-2-(2,4-dichlorophenyl)ethanone

HRID 1393048
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HRID 1393048 반응식
[Li+].C[Si]([N-][Si](C)(C)C)(C)C.[Cl:11][C:12]1[CH:17]=[CH:16][C:15]([CH:18]([O:21][Si](C)(C)C)[C:19]#N)=[CH:14][CH:13]=1.[Cl:26][C:27]1[CH:32]=[C:31]([Cl:33])[CH:30]=[CH:29][C:28]=1CCl.Cl.[OH-].[K+]>C1COCC1>[Cl:11][C:12]1[CH:17]=[CH:16][C:15]([C:18](=[O:21])[CH2:19][C:30]2[CH:29]=[CH:28][C:27]([Cl:26])=[CH:32][C:31]=2[Cl:33])=[CH:14][CH:13]=1
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참가 물질

7

반응물 5

HCID 313Hydrochloric AcidHCID 72122,4-Dichlorobenzyl chlorideHCID 14797Potassium HydroxideHCID 2733832Lithium hexamethyldisilazaneHCID 10776410HCID 10776410, 화합물

생성물 1

HCID 5872691-(4-Chlorophenyl)-2-(2,4-dichlorophenyl)ethanone

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

32 g of LiHMDS are placed in 245 ml of THF at 0° C., and 40 g of (4-chlorophenyl) ((trimethylsilyl)oxy)acetonitrile are added slowly at −78° C., followed by 32.64 g of 2,4-dichloro-1-(chloromethyl)benzene. The temperature is allowed to return to AT overnight, and the reaction is then hydrolyzed with 170 ml of a 3N HCl solution, with gases being trapped in a solution of KOH (4N). After separation by settling out, the organic phase is evaporated, then taken up in DCM and agitated for 1 hour with 170 ml of NaOH (2N). The DCM is evaporated off and the expected compound is then crystallized from pentane. 38.6 g are obtained, Mp=119° C.

후처리

  1. customto return to AT overnight
  2. customAfter separation
  3. customthe organic phase is evaporated
  4. customThe DCM is evaporated off
  5. customthe expected compound is then crystallized from pentane
  6. custom38.6 g are obtained

출처 및 근거

ORD 기록
ord-bdced96221254e0ab572be46a89cd471
출처 데이터셋
uspto-grants-2008_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07345059B2

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