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Hydrochloric Acid → [4-(4'-Chloro-4-methylbiphenyl-3-yl)-3,5-dioxocyclohexyl]-acetaldehyde

HRID 1027371
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HRID 1027371 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][C:11]([CH3:14])=[C:10]([CH:15]3[C:20](=[O:21])[CH2:19][CH:18]([CH2:22][CH:23]4OCC[O:24]4)[CH2:17][C:16]3=[O:28])[CH:9]=2)=[CH:4][CH:3]=1.Cl>O1CCCC1>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][C:11]([CH3:14])=[C:10]([CH:15]3[C:16](=[O:28])[CH2:17][CH:18]([CH2:22][CH:23]=[O:24])[CH2:19][C:20]3=[O:21])[CH:9]=2)=[CH:4][CH:3]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 313Hydrochloric Acid2회HCID 66724712HCID 66724712, 화합물

생성물 1

HCID 86661713[4-(4'-Chloro-4-methylbiphenyl-3-yl)-3,5-dioxocyclohexyl]-acetaldehyde

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of 2-(4′-chloro-4-methylbiphenyl-3-yl)-5-[1,3]dioxolan-2-ylmethylcyclohexane-1,3-dione (0.275 g, 0.69 mmol) in tetrahydrofuran (5 ml) is added 6M hydrochloric acid (2 ml), and the reaction mixture is stirred at room temperature for 1.5 hours. Additional 6M hydrochloric acid (1 ml) is added and the solution is heated at 50° C. for an additional 2 hours. After cooling to room temperature the reaction mixture is concentrated and the residue partitioned between distilled water (20 ml) and dichloromethane (20 ml). After extraction of the aqueous phase with dichloromethane (3×10 ml) all organic fractions are combined then passed through a phase separator. The fitrate is concentrated in vacuo to afford [4-(4′-Chloro-4-methylbiphenyl-3-yl)-3,5-dioxocyclohexyl]-acetaldehyde as a white foam.

후처리

  1. temperaturethe solution is heated at 50° C. for an additional 2 hours
  2. temperatureAfter cooling to room temperature the reaction mixture
  3. concentrationis concentrated
  4. customthe residue partitioned
  5. distillationbetween distilled water (20 ml) and dichloromethane (20 ml)
  6. extractionAfter extraction of the aqueous phase with dichloromethane (3×10 ml) all organic fractions
  7. concentrationThe fitrate is concentrated in vacuo

출처 및 근거

ORD 기록
ord-c71c27ee58be46dc85110a42a7df0572
출처 데이터셋
uspto-grants-2014_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08735322B2

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