Water → 2-[5-(4-Bromobutyl)-3-methyl-2-thienyl]-1,3-dioxolane

HRID 867932

반응식

HRID 867932 반응식
[CH3:1][C:2]1[CH:6]=[CH:5][S:4][C:3]=1[CH:7]1[O:11][CH2:10][CH2:9][O:8]1.C([Li])CCC.[Br:17][CH2:18][CH2:19][CH2:20][CH2:21]Br.O>O1CCCC1.CCCCCC>[Br:17][CH2:18][CH2:19][CH2:20][CH2:21][C:5]1[S:4][C:3]([CH:7]2[O:11][CH2:10][CH2:9][O:8]2)=[C:2]([CH3:1])[CH:6]=1

참가 물질

7

반응물 4

HCID 962WaterHCID 80561,4-DibromobutaneHCID 129265222-(3-Methylthiophen-2-yl)-1,3-dioxolaneHCID 178418339Butyllithium

생성물 1

HCID 129265212-[5-(4-Bromobutyl)-3-methyl-2-thienyl]-1,3-dioxolane수율 68.5%

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매HCID 8058Hexane용매

실험 절차

A solution of 2-(3-methyl-2-thienyl)-1,3-dioxolane (12.3 g) in dry tetrahydrofuran (150 ml) was treated with a solution of n-butyl lithium in hexane (1.6M, 50 ml) at -60°, under nitrogen. After 1 h, 1,4-dibromobutane (17.3 g) was added and the mixture was stirred at -50° for 3 h and at room temperature for 18 h. Water (75 ml) was added and the mixture extracted with ether. The organic extract was distilled to give the title compound as a light brown oil (15.1 g) b.p. 250°/0.15 mm.

후처리

  1. extractionthe mixture extracted with ether
  2. extractionThe organic extract
  3. distillationwas distilled

출처 및 근거

ORD 기록
ord-62c86ba913394a188e1014e5cb6d6e07
출처 데이터셋
uspto-grants-1988_10
특허 번호
US04777179

연결된 노트

불러오는 중…