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

HRID 488202ノート

反応式

HRID 488202 の反応式
[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

参加物

5

反応物 3

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

生成物 1

HCID 150370374-(Methoxyethoxymethoxymethyl)-2-trimethylsilylfuran

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-45f1fd454799448d8974b79a594678c2
出典データセット
uspto-grants-1994_03
特許番号
US05298633

反応ノート

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