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Potassium Carbonate → 6-Ethynyl-1,3-benzothiazole

HRID 2244115
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HRID 2244115 반응식
C(=O)([O-])[O-].[K+].[K+].C[Si]([C:11]#[C:12][C:13]1[CH:21]=[CH:20][C:16]2[N:17]=[CH:18][S:19][C:15]=2[CH:14]=1)(C)C>CO>[C:12]([C:13]1[CH:21]=[CH:20][C:16]2[N:17]=[CH:18][S:19][C:15]=2[CH:14]=1)#[CH:11]
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참가 물질

4

반응물 2

HCID 11430Potassium CarbonateHCID 231545826-Trimethylsilanylethynylbenzothiazol

생성물 1

HCID 231545886-Ethynyl-1,3-benzothiazole수율 96.7%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

Potassium carbonate (29.7 g) was added to a solution of 6-trimethylsilanylethynylbenzothiazol (45.1 g) in methanol (600 ml), and the mixture was stirred for 1.5 hours at room temperature. The reaction solution was filtered, and then the resultant was washed with methanol and ethyl acetate successively. The filtrate was concentrated, to which water was added, and then extracted with ethyl acetate. The organic layer, which was washed with a brine, was dried over anhydrous magnesium sulfate. After the solvent was evaporated, the residue was purified by silica gel column chromatography (hexane:ethyl acetate=4:1→1:1) to yield 6-ethynylbenzothiazole (30.0 g) as a light yellow solid (mp: 47.5-49.0° C.).

후처리

  1. filtrationThe reaction solution was filtered
  2. washthe resultant was washed with methanol and ethyl acetate successively
  3. concentrationThe filtrate was concentrated, to which water
  4. additionwas added
  5. extractionextracted with ethyl acetate
  6. washThe organic layer, which was washed with a brine
  7. dry with materialwas dried over anhydrous magnesium sulfate
  8. customAfter the solvent was evaporated
  9. customthe residue was purified by silica gel column chromatography (hexane:ethyl acetate=4:1→1:1)

출처 및 근거

ORD 기록
ord-0079baf0a95844538dcdefce8e31c9cd
출처 데이터셋
uspto-grants-2010_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07678810B2

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