Methyl iodide → HCID 66746413、化合物

HRID 453929ノート

反応式

HRID 453929 の反応式
[OH:1][C:2]1[CH:3]=[C:4]2[C:12](=[CH:13][CH:14]=1)[O:11][C:7]1([CH2:10][CH2:9][CH2:8]1)[CH2:6][C:5]2=[O:15].[C:16](=O)([O-])[O-].[K+].[K+].CI>CN(C)C=O.O>[CH3:16][O:1][C:2]1[CH:3]=[C:4]2[C:12](=[CH:13][CH:14]=1)[O:11][C:7]1([CH2:8][CH2:9][CH2:10]1)[CH2:6][C:5]2=[O:15]

参加物

6

反応物 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 667463336-Hydroxyspiro[2H-1-benzopyran-2,1′-cyclobutan]-4(3H)-one

生成物 1

HCID 66746413HCID 66746413、化合物収率 95%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

実験手順

To the stirred solution of 6-hydroxyspiro[chromene-2,1′-cyclobutan]-4-(3H)-one (8 g, 39.215 mmol) in dry dimethylformamide (150 ml), potassium carbonate (16.28 g, 117.64 mmol) and methyl iodide (4.88 ml, 78.431 mmol) were added and the reaction mixture was stirred at room temperature under nitrogen atmosphere for 2 h. After the completion of the reaction, the reaction mixture was diluted with water (100 ml), extracted with ethyl acetate (3×300 ml), the combined organic layers washed with water (3×100 ml), brine (60 ml), dried (Na2SO4), filtered and concentrated to yield 8.13 g of the product; 1H NMR (300 MHz, CDCl3) δ 1.67-1.77 (m, 1H), 1.85-1.97 (m, 1H), 2.11-2.18 (m, 2H), 2.23-2.34 (m, 2H), 2.87 (s, 2H), 3.77 (s, 3H), 6.88 (d, J=9.6 Hz, 1H), 7.06 (d, J=8.7 Hz, 1H), 7.25 (s, 1H).

後処理

  1. customAfter the completion of the reaction
  2. extractionextracted with ethyl acetate (3×300 ml)
  3. washthe combined organic layers washed with water (3×100 ml), brine (60 ml)
  4. dry with materialdried (Na2SO4)
  5. filtrationfiltered
  6. concentrationconcentrated

出典と根拠

ORDレコード
ord-6335513ff27f4e8fae80d9a231fc799c
出典データセット
uspto-grants-2013_07
特許番号
US08492568B2

反応ノート

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