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

HRID 733284
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HRID 733284 반응식
[Na].C[Si](C)(C)N[Si](C)(C)C.[Cl:11][C:12]1[CH:17]=[CH:16][C:15]([CH2:18][C:19]([OH:21])=O)=[CH:14][CH:13]=1.[Cl:22][C:23]1[CH:32]=[C:31]([Cl:33])[CH:30]=[CH:29][C:24]=1C(OC)=O.Cl>C1COCC1>[Cl:11][C:12]1[CH:13]=[CH:14][C:15]([CH2:18][C:19]([C:30]2[CH:29]=[CH:24][C:23]([Cl:22])=[CH:32][C:31]=2[Cl:33])=[O:21])=[CH:16][CH:17]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 5

HCID 313Hydrochloric AcidHCID 13838HexamethyldisilazaneHCID 15880(4-Chlorophenyl)acetic acidHCID 37055Methyl 2,4-dichlorobenzoateHCID 5360545Sodium

생성물 1

HCID 219848672-(4-Chlorophenyl)-1-(2,4-dichlorophenyl)ethan-1-one수율 62.2%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매3회

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온도
-60 °C

실험 절차

420 ml of a 2M solution of the sodium salt of hexamethyldisilazane in THF are cooled to −60° C. under a nitrogen atmosphere, 350 ml of THF are added, then, dropwise, a solution of 57.6 g of 4-chlorophenylacetic acid in 70 ml of THF is added and the mixture is left stirring at −60° C. for one hour. 66 g of methyl 2,4-dichlorobenzoate are subsequently added dropwise at −60° C., the mixture is left stirring at −60° C. for 40 minutes and then the temperature is allowed to rise to 0° C. The reaction mixture is poured onto an ice/1 liter of 2N HCl mixture and extracted with ether, the organic phase is dried over Na2SO4, the solvent is concentrated under vacuum to a volume of 150 ml, 200 ml of pentane are added and the crystalline product formed is filtered off. 60 g of the expected compound are obtained.

후처리

  1. waitthe mixture is left
  2. waitthe mixture is left
  3. stirringstirring at −60° C. for 40 minutes
  4. customto rise to 0° C
  5. extractionextracted with ether
  6. dry with materialthe organic phase is dried over Na2SO4
  7. concentrationthe solvent is concentrated under vacuum to a volume of 150 ml, 200 ml of pentane
  8. additionare added
  9. customthe crystalline product formed
  10. filtrationis filtered off

출처 및 근거

ORD 기록
ord-64d675e194034178825574bb6bd7d65c
출처 데이터셋
uspto-grants-2009_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07589120B2

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