N,N-Dimethylaniline → 4-(Methoxyethoxymethoxymethyl)-2-trimethylsilylfuran

HRID 488202노트

반응식

HRID 488202 반응식
[CH3:1][O:2][CH2:3][CH2:4][O:5][CH2:6]Cl.[OH:8][CH2:9][C:10]1[CH:11]=[C:12]([Si:15]([CH3:18])([CH3:17])[CH3:16])[O:13][CH:14]=1.CN(C)C1C=CC=CC=1>ClCCl>[CH3:1][O:2][CH2:3][CH2:4][O:5][CH2:6][O:8][CH2:9][C:10]1[CH:11]=[C:12]([Si:15]([CH3:18])([CH3:17])[CH3:16])[O:13][CH:14]=1

참가 물질

5

반응물 3

HCID 949N,N-DimethylanilineHCID 775901-(Chloromethoxy)-2-methoxyethaneHCID 13333558(2-Trimethylsilyl-4-furyl)methanol

생성물 1

HCID 150370374-(Methoxyethoxymethoxymethyl)-2-trimethylsilylfuran

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

2-Methoxyethoxymethyl chloride (0.11 ml, 0.96 mmol) was added to a solution of 4-hydroxymethyl-2-trimethylsilylfuran, also known as (2-tirmethylsilyl-4-furyl)methanol, (162.8 mg, 0.96 mmol) and dimethylaniline (0.13 ml, 0.1 mmol) in dichloromethane (5 ml) at 0°. After stirring at room temperature overnight (ca. 16 hours), the reaction mixture was washed successively with water, dilute hydrochloric acid and water. Evaporation of the dried (magnesium sulfate) dichloromethane layer gave an oil, which was purified by preparative silica TLC (developed with 30% ethyl ether/hexane) to give the title ether as a colorless oil.

후처리

  1. washthe reaction mixture was washed successively with water, dilute hydrochloric acid and water
  2. customEvaporation of the
  3. dry with materialdried (magnesium sulfate) dichloromethane layer
  4. customgave an oil, which
  5. customwas purified by preparative silica TLC (developed with 30% ethyl ether/hexane)
  6. customto give the title ether as a colorless oil

출처 및 근거

ORD 기록
ord-45f1fd454799448d8974b79a594678c2
출처 데이터셋
uspto-grants-1994_03
특허 번호
US05298633

반응 노트

불러오는 중…