Chloromethyl Methyl Ether → 2'-Hydroxy-4',6'-bis(methoxymethoxy)-3'-(3-methyl2-butenyl)acetophenone

HRID 1030678

反応式

HRID 1030678 の反応式
[OH:1][C:2]1[C:7]([CH2:8][CH:9]=[C:10]([CH3:12])[CH3:11])=[C:6]([OH:13])[CH:5]=[C:4]([OH:14])[C:3]=1[C:15](=[O:17])[CH3:16].C(N(CC)C(C)C)(C)C.[CH3:27][O:28][CH2:29]Cl.[O:31]1[CH2:35]CC[CH2:32]1>>[OH:1][C:2]1[C:7]([CH2:8][CH:9]=[C:10]([CH3:12])[CH3:11])=[C:6]([O:13][CH2:27][O:28][CH3:29])[CH:5]=[C:4]([O:14][CH2:32][O:31][CH3:35])[C:3]=1[C:15](=[O:17])[CH3:16]

参加物

5

反応物 4

HCID 7864Chloromethyl Methyl EtherHCID 8028TetrahydrofuranHCID 81531DiisopropylethylamineHCID 11687311Ethanone, 1-[2,4,6-trihydroxy-3-(3-methyl-2-butenyl)phenyl]-

生成物 1

HCID 110993722'-Hydroxy-4',6'-bis(methoxymethoxy)-3'-(3-methyl2-butenyl)acetophenone

実験手順

Then, 30.0 g of 2',4',6'-trihydroxy-3'-(3-methyl-2-butenyl)acetophenone was dissolved in tetrahydrofuran and 131.7 ml of N,N-diisopropylethylamine was added to the solution, and the mixture was stirred for 1 hour. Then, 48.0 ml of chloromethyl methyl ether was dropped into the mixture and the mixture was stirred for 3 hours. The mixture was extracted with dimethyl ether, and the organic layer was washed with water, dried with anhydrous sodium sulfate and concentrated under reduced pressure. Crystallization from ethyl acetate gave 21.5 g of 2'-hydroxy-4',6'-bis(methoxymethoxy)-3'-(3-methyl-2-butenyl)acetophenone.

後処理

  1. stirringthe mixture was stirred for 3 hours
  2. extractionThe mixture was extracted with dimethyl ether
  3. washthe organic layer was washed with water
  4. dry with materialdried with anhydrous sodium sulfate
  5. concentrationconcentrated under reduced pressure
  6. customCrystallization from ethyl acetate

出典と根拠

ORDレコード
ord-1b9a1c9f2b4d47f595f9a81029d2e3b9
出典データセット
uspto-grants-1992_04
特許番号
US05106871

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