Methyl iodide → HCID 66746413, 화합물

HRID 453929노트

반응식

HRID 453929 반응식
[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]

참가 물질

6

반응물 3

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

생성물 1

HCID 66746413HCID 66746413, 화합물수율 95%

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-6335513ff27f4e8fae80d9a231fc799c
출처 데이터셋
uspto-grants-2013_07
특허 번호
US08492568B2

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