홈MCP워크벤치Skills
홈워크벤치알림마이페이지
llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
  1. 홈
  2. /반응

Trimethylsilylacetylene → HCID 178444321, 화합물

HRID 399361
노트
인쇄 미리보기

반응식

HRID 399361 반응식
Br[C:2]1[CH:7]=[CH:6][C:5]([C@H:8]2[CH2:13][CH2:12][C@H:11]([CH2:14][CH2:15][CH2:16][CH2:17][CH3:18])[CH2:10][CH2:9]2)=[CH:4][CH:3]=1.[CH3:19][Si:20]([C:23]#[CH:24])([CH3:22])[CH3:21]>C(NC(C)C)(C)C.Cl[Pd](Cl)([P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)[P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1.[Cu]I>[CH3:19][Si:20]([C:23]#[C:24][C:2]1[CH:7]=[CH:6][C:5]([C@H:8]2[CH2:13][CH2:12][C@H:11]([CH2:14][CH2:15][CH2:16][CH2:17][CH3:18])[CH2:10][CH2:9]2)=[CH:4][CH:3]=1)([CH3:22])[CH3:21]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 2

HCID 66111TrimethylsilylacetyleneHCID 178444243HCID 178444243, 화합물

생성물 1

HCID 178444321HCID 178444321, 화합물수율 69.3%

시약·촉매·용매 3

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)촉매HCID 178418476HCID 178418476, 화합물촉매
HCID 7912
Diisopropylamine
용매

실험 절차

10.00 g (32.36 mmol) of 1-bromo-4-(trans-4-pentylcyclohexyl)benzene, 3.89 g (35.60 mmol) of trimethylsilylacetylene, 0.45 g (0.65 mmol) of bis(triphenylphosphine)palladium(II) chloride and 0.062 g (0.32 mmol) of copper(I) iodide are heated for 6 hours at the reflux temperature in 100 ml of diisopropylamine. The solvent is subsequently stripped off, and the soluble constituents of the residue are chromatographed on silica gel using n-hexane, giving 7.32 g of 1-(trimethylsilylethynyl)-4-(trans-4-pentylcyclohexyl)benzene, ##STR5## which is stirred for 1 hour at room temperature in 220 ml of methanol with 1.38 g (24.70 mmol) of potassium hydroxide. Work-up by evaporation of the solvent, partitioning between ether and water, drying and evaporation of the organic phase gives 4.95 g of 1-ethynyl-4-(trans-4-pentylcyclohexyl)benzene. ##STR6##

후처리

  1. customthe soluble constituents of the residue are chromatographed on silica gel

출처 및 근거

ORD 기록
ord-41ca4b025a0f4d35a51c7baa48dab03b
출처 데이터셋
uspto-grants-1998_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05820785

반응 노트

불러오는 중…

이 페이지에서참가 물질실험 절차후처리출처 및 근거반응 노트