2-Pyridinyl-1,3-dioxolane → 1-(2,5-Dibromobenzyl)-2-(1,3-dioxolan-2-yl)pyridinium bromide

HRID 742476

反応式

HRID 742476 の反応式
[O:1]1[CH2:5][CH2:4][O:3][CH:2]1[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][N:7]=1.[Br:12][C:13]1[CH:20]=[CH:19][C:18]([Br:21])=[CH:17][C:14]=1[CH2:15]Br>S1(CCCC1)(=O)=O.C(OCC)(=O)C>[Br-:12].[Br:12][C:13]1[CH:20]=[CH:19][C:18]([Br:21])=[CH:17][C:14]=1[CH2:15][N+:7]1[CH:8]=[CH:9][CH:10]=[CH:11][C:6]=1[CH:2]1[O:3][CH2:4][CH2:5][O:1]1

参加物

5

反応物 2

HCID 797732-Pyridinyl-1,3-dioxolaneHCID 53260381,4-Dibromo-2-(bromomethyl)benzene

生成物 1

HCID 190475031-(2,5-Dibromobenzyl)-2-(1,3-dioxolan-2-yl)pyridinium bromide収率 157.2%

試薬・触媒・溶媒 2

HCID 8857Ethyl Acetate溶媒HCID 31347Sulfolane溶媒

実験手順

A mixture of 25.03 g (0.165 mol) of 2-(1,3-dioxolan-2-yl)pyridine and 2,5-dibromobenzyl bromide (54 g, 0.165 mol) in 60 mL of sulfolane was heated on a steam-bath for 6 h. The mixture was diluted with 600 mL of ethyl acetate, cooled, and the resulting solid product was isolated by filtration. The above solid was triturated in 300 mL of ethyl acetate, the mixture was cooled, filtered and dried to afford 62.24 g (79%) of 1-(2,5-dibromobenzyl)-2-(1,3-dioxolan-2-yl)pyridinium bromide (Formula VI: R1 =R2 =H; R7 =2,5-Br2 ; Z- =Br-), as a yellow solid, m.p. 135°-139° C.

後処理

  1. temperaturewas heated on a steam-bath for 6 h
  2. temperaturecooled
  3. customthe resulting solid product was isolated by filtration
  4. customThe above solid was triturated in 300 mL of ethyl acetate
  5. temperaturethe mixture was cooled
  6. filtrationfiltered
  7. customdried

出典と根拠

ORDレコード
ord-765e1ed5c3214074bbde20da683aad41
出典データセット
uspto-grants-1996_09
特許番号
US05554620

関連ノート

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