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Hydrochloric Acid → HCID 70849514、化合物

HRID 2220565
ノート
印刷プレビュー

反応式

HRID 2220565 の反応式
[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]
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

8

反応物 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 24758Sodium hydrideHCID 58991866HCID 58991866、化合物

生成物 1

HCID 70849514HCID 70849514、化合物

試薬・触媒・溶媒 3

HCID 1140Toluene溶媒HCID 6228
Dimethylformamide
溶媒
HCID 8003Pentane溶媒

反応条件

温度
90 °C

実験手順

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.

後処理

  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.

出典と根拠

ORDレコード
ord-110bbf33604e44d1b11aed490f0749f1
出典データセット
uspto-grants-2008_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07417157B2

反応ノート

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