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Acetic Acid → HCID 57558470、化合物

HRID 1723968
ノート
印刷プレビュー

反応式

HRID 1723968 の反応式
[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]
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

5

反応物 3

HCID 176Acetic Acid2 回HCID 962Water2 回HCID 57558438HCID 57558438、化合物

生成物 1

HCID 57558470HCID 57558470、化合物

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

反応条件

温度
45 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-5a1bc10e9a6b4198b1ce6dfc2cc1c2b3
出典データセット
uspto-grants-2009_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07485283B2

反応ノート

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