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Acetic Acid → HCID 57558470, 화합물

HRID 2382531
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HRID 2382531 반응식
[C:1]([C:5]1[CH:31]=[CH:30][C:8]([CH2:9][S:10][C:11]2[O:12][C:13]3[C:18]([C:19](=[O:29])[C:20]=2[CH2:21][O:22]C2CCCCO2)=[CH:17][CH:16]=[CH:15][CH:14]=3)=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].C(O)(=O)C.O>O1CCCC1>[C:1]([C:5]1[CH:31]=[CH:30][C:8]([CH2:9][S:10][C:11]2[O:12][C:13]3[C:18]([C:19](=[O:29])[C:20]=2[CH2:21][OH:22])=[CH:17][CH:16]=[CH:15][CH:14]=3)=[CH:7][CH:6]=1)([CH3:4])([CH3:2])[CH3:3]
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참가 물질

5

반응물 3

HCID 176Acetic Acid2회HCID 962Water2회HCID 57558438HCID 57558438, 화합물

생성물 1

HCID 57558470HCID 57558470, 화합물

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

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온도
45 °C

실험 절차

2-(4-Tertbutylbenzyl)thio-3-((2-tetrahydropyranyloxy)methyl) chromen-4-one (5.5 g, 12.55 mmol) is dissolved in tetrahydrofuran in a 50 mL round bottom flask. Acetic acid and water are then added such that the ratio of THF:Acetic acid:Water is 4:2:1 (28 mL). The flask is warmed to 45° C. and the mixture stirred for 3 hours. After cooling the flask the contents are poured into a separatory funnel and the aqueous layer extracted with ethyl acetate. The organic layer is then washed with water and brine and dried over sodium sulfate and filtered. The filtrate is concentrated in vacuo and the residue obtained is purified by silica gel flash chromatography (ethyl acetate:hexanes) to give the above-mentioned product.

후처리

  1. temperatureAfter cooling the flask the contents
  2. additionare poured into a separatory funnel
  3. extractionthe aqueous layer extracted with ethyl acetate
  4. washThe organic layer is then washed with water and brine
  5. dry with materialdried over sodium sulfate
  6. filtrationfiltered
  7. concentrationThe filtrate is concentrated in vacuo
  8. customthe residue obtained
  9. customis purified by silica gel flash chromatography (ethyl acetate:hexanes)
  10. customto give the above-mentioned product

출처 및 근거

ORD 기록
ord-011f68f4f15041e4afab553111a97bd4
출처 데이터셋
uspto-grants-2012_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08263042B2

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