Sodium Carbonate → HCID 59032962, 화합물

HRID 40632

반응식

HRID 40632 반응식
[CH3:1][C:2]1[NH:3][C:4]2[CH:5]=[CH:6][CH:7]=[C:8]([OH:11])[C:9]=2[CH:10]=1.C[Si]([N-][Si](C)(C)C)(C)C.[Na+].[CH2:22](OS(C1C=CC=C([N+]([O-])=O)C=1)(=O)=O)[C@@H:23]1[O:25][CH2:24]1.C(=O)([O-])[O-].[Na+].[Na+]>C(OCC)(=O)C.C1COCC1>[CH3:1][C:2]1[NH:3][C:4]2[C:9]([CH:10]=1)=[C:8]([O:11][CH2:22][C@@H:23]1[CH2:24][O:25]1)[CH:7]=[CH:6][CH:5]=2

참가 물질

7

반응물 4

HCID 10340Sodium CarbonateHCID 146513Benzenesulfonic acid, 3-nitro-, (2R)-2-oxiranylmethyl esterHCID 5902254-Hydroxy-2-methylindoleHCID 2724254Sodium bis(trimethylsilyl)amide

생성물 1

HCID 59032962HCID 59032962, 화합물

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매HCID 8857Ethyl Acetate용매

실험 절차

2-Methyl-1H-indol-4-ol (0.58 g, 3.9 mmol) and THF (20 mL) were placed in a round bottom flask and stirred at room temperature. Sodium bis(trimethylsilyl) amide (3.9 mL, [1M] in THF) was then slowly added to the reaction mixture. After fifteen minutes of stirring at room temperature (R)-glycidyl-3-nitrobenzenesulfonate was added and the reaction mixture was allowed to stir overnight. Work up of the reaction mixture was carried out with saturated sodium carbonate solution and ethyl acetate. The organic layer was dried with sodium sulfate, filtered and the solvent was removed under reduced pressure to yield a crude oil. The crude oil was purified by flash chromatography (20% Ethyl acetate/heptane) to yield the title compound as a crystalline solid.

후처리

  1. additionwas added
  2. stirringto stir overnight
  3. dry with materialThe organic layer was dried with sodium sulfate
  4. filtrationfiltered
  5. customthe solvent was removed under reduced pressure
  6. customto yield a crude oil
  7. customThe crude oil was purified by flash chromatography (20% Ethyl acetate/heptane)

출처 및 근거

ORD 기록
ord-ebd93b289be04dc6a4baa50243d59af2
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08530475B2

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