Triacetoxyperiodinane → HCID 49820158、化合物

HRID 1914786ノート

反応式

HRID 1914786 の反応式
[OH:1][C:2]1[CH:3]=[CH:4][C:5]2[O:9][CH:8]=[C:7]([C:10]([C:12]3[CH:17]=[CH:16][C:15]([O:18][CH3:19])=[CH:14][CH:13]=3)=[O:11])[C:6]=2[CH:20]=1.CC(OI1(OC(C)=O)(OC(C)=O)OC(=O)C2C=CC=CC1=2)=[O:23].C(Cl)(Cl)Cl.CO>CS(C)=O>[CH3:19][O:18][C:15]1[CH:16]=[CH:17][C:12]([C:10]([C:7]2[C:6]3[C:20](=[O:23])[C:2](=[O:1])[CH:3]=[CH:4][C:5]=3[O:9][CH:8]=2)=[O:11])=[CH:13][CH:14]=1

参加物

5

反応物 3

HCID 159087TriacetoxyperiodinaneHCID 687117(5-hydroxy-1-benzofuran-3-yl)(4-methoxyphenyl)methanoneHCID 21584188Chloroform methanol

生成物 1

HCID 49820158HCID 49820158、化合物

試薬・触媒・溶媒 1

HCID 679Dimethyl Sulfoxide溶媒

実験手順

To a solution of compound 9 (100 mg, 0.371 mmol) in DMSO (1.5 mL) was added Dess-Martin periodinane (315 mg, 0.743 mmol) at 0° C. The resulting mixture was stirred at room temperature for 20 min and poured into ice water (2 mL). The resulting precipitate was filtered, washed with water, and dried under high vacuum to obtain compound SKC-BF-02 (50 mg, 50%) as a red solid. Rf=0.6 (CHCl3-MeOH, 9:1); 1H NMR (CDCl3) δ 7.85 (d, J=9.0 Hz, 2H), 7.81 (s, 1H), 7.40 (d, J=10.3 Hz, 1H), 6.93 (d, J=9.0 Hz, 2H), 6.32 (d, J=10.3 Hz, 1H), 3.88 (s, 3H); MS (ES) m/z 317 (M+H)+.

後処理

  1. filtrationThe resulting precipitate was filtered
  2. washwashed with water
  3. customdried under high vacuum
  4. customto obtain compound SKC-BF-02 (50 mg, 50%) as a red solid

出典と根拠

ORDレコード
ord-19b99308c98c45dfb531f55ffbeb10ee
出典データセット
uspto-grants-2013_12
特許番号
US08614237B2

反応ノート

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