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Hydrochloric Acid → HCID 70849514, 화합물

HRID 2220565
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HRID 2220565 반응식
[H-].[Na+].[CH2:3]([O:5][C:6]1[CH:11]=[CH:10][C:9]([CH:12]2[CH2:21][CH2:20][C:15]3([O:19][CH2:18][CH2:17][O:16]3)[CH2:14][CH:13]2[OH:22])=[C:8](F)[C:7]=1[F:24])[CH3:4].O.Cl>CCCCC.C1(C)C=CC=CC=1.CN(C=O)C>[CH2:3]([O:5][C:6]1[CH:11]=[CH:10][C:9]2[CH:12]3[CH2:21][CH2:20][C:15]4([O:19][CH2:18][CH2:17][O:16]4)[CH2:14][CH:13]3[O:22][C:8]=2[C:7]=1[F:24])[CH3:4]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

8

반응물 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 24758Sodium hydrideHCID 58991866HCID 58991866, 화합물

생성물 1

HCID 70849514HCID 70849514, 화합물

시약·촉매·용매 3

HCID 1140Toluene용매HCID 6228
Dimethylformamide
용매
HCID 8003Pentane용매

반응 조건

온도
90 °C

실험 절차

50.0 g (1.25 mol) of sodium hydride (60% suspension in mineral oil) are washed repeatedly with n-pentane and suspended in 3000 ml of toluene. The suspension is heated to 90° C., and a solution of 145.0 g (0.46 mol) of 8-(4-ethoxy-2,3-difluorophenyl)-1,4-dioxaspiro[4.5]decan-7-ol in 700 ml of DMF is slowly metered in. The batch is stirred at 90° C. for 30 h, cooled and hydrolysed using water. The mixture is neutralised by addition of 2 N hydrochloric acid, and the organic phase is separated off. The aqueous phase is extracted with toluene, and the combined organic phases are washed with sat. sodium chloride solution. The solution is dried using sodium sulfate and concentrated to dryness under reduced pressure. The crude product obtained is recrystallised from ethanol at 5° C., giving (±)-(4aR*, 9bS*)-7-ethoxy-6-fluoro-1,4,4a,9b-tetrahydro-2H-spiro-[dibenzo[b,d]-furan-3,2′-1,3-dioxolane] as colourless solid.

후처리

  1. temperaturecooled
  2. customthe organic phase is separated off
  3. extractionThe aqueous phase is extracted with toluene
  4. washthe combined organic phases are washed with sat. sodium chloride solution
  5. customThe solution is dried
  6. concentrationconcentrated to dryness under reduced pressure
  7. customThe crude product obtained
  8. customis recrystallised from ethanol at 5° C.

출처 및 근거

ORD 기록
ord-110bbf33604e44d1b11aed490f0749f1
출처 데이터셋
uspto-grants-2008_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07417157B2

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