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

HRID 2254193

반응식

HRID 2254193 반응식
[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]

참가 물질

5

반응물 4

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

생성물 1

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

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-cecbc79ca79842c8ad87a23fede799d7
출처 데이터셋
uspto-grants-1993_08
특허 번호
US05234951

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