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Acetoxyacetyl chloride → HCID 69365792, 화합물

HRID 723790
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HRID 723790 반응식
Cl.[NH:2]1[CH2:7][CH2:6][C:5]([C:8]2[C:13]([F:14])=[CH:12][C:11]([N:15]3[CH2:19][C@H:18]([CH2:20][N:21]4[CH:25]=[CH:24][N:23]=[N:22]4)[O:17][C:16]3=[O:26])=[CH:10][C:9]=2[F:27])=[CH:4][CH2:3]1.C(=O)(O)[O-].[Na+].[C:33]([O:36][CH2:37][C:38](Cl)=[O:39])(=[O:35])[CH3:34]>CC(C)=O.O>[C:33]([O:36][CH2:37][C:38]([N:2]1[CH2:7][CH2:6][C:5]([C:8]2[C:9]([F:27])=[CH:10][C:11]([N:15]3[CH2:19][C@H:18]([CH2:20][N:21]4[CH:25]=[CH:24][N:23]=[N:22]4)[O:17][C:16]3=[O:26])=[CH:12][C:13]=2[F:14])=[CH:4][CH2:3]1)=[O:39])(=[O:35])[CH3:34]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 26297Acetoxyacetyl chlorideHCID 516892Sodium BicarbonateHCID 69364600HCID 69364600, 화합물

생성물 1

HCID 69365792HCID 69365792, 화합물수율 93.1%

시약·촉매·용매 2

HCID 180Acetone용매HCID 962Water용매

실험 절차

A solution of (5R)-3-(4-(1,2,5,6-tetrahydropyridin-4-yl)-3,5-difluorophenyl)-5-(1,2,3-triazol-1-ylmethyl)oxazolidin-2-one hydrochloride (650 mg, 1.64 mM) in acetone (20 ml) and water (10 ml), was treated with sodium bicarbonate (1.38 g, 16.4 mM) and the mixture cooled to 0–4°. Acetoxyacetyl chloride (448 mg, 3.28 mM) was added dropwise and the reaction mixture stirred at 0–4° for 20 minutes before allowing to warm to ambient temperature. After dilution with water the mixture was extracted well with ethyl acetate. The organic phase was separated, dried (sodium sulfate), solvent evaporated, and the residue triturated with diethyl ether to give the desired product (702 mg).

후처리

  1. temperaturethe mixture cooled to 0–4°
  2. extractionAfter dilution with water the mixture was extracted well with ethyl acetate
  3. customThe organic phase was separated
  4. dry with materialdried (sodium sulfate), solvent
  5. customevaporated
  6. customthe residue triturated with diethyl ether

출처 및 근거

ORD 기록
ord-aa85adb0c4804dae94be6b3e8b24d7c0
출처 데이터셋
uspto-grants-2006_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07141583B2

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