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

Nitrogen → 4,4'-Tolan-dicarboxylic acid di-tert.-butyl ester

HRID 974209
노트
인쇄 미리보기

반응식

HRID 974209 반응식
[C:1]([O:5][C:6](=[O:14])[C:7]1[CH:12]=[CH:11][C:10](Br)=[CH:9][CH:8]=1)([CH3:4])([CH3:3])[CH3:2].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.N#N.[C:36]([O:40][C:41](=[O:50])[C:42]1[CH:47]=[CH:46][C:45]([C:48]#[CH:49])=[CH:44][CH:43]=1)([CH3:39])([CH3:38])[CH3:37]>C(#N)C.[Cu]I.CCN(CC)CC>[C:1]([O:5][C:6]([C:7]1[CH:12]=[CH:11][C:10]([C:49]#[C:48][C:45]2[CH:46]=[CH:47][C:42]([C:41]([O:40][C:36]([CH3:39])([CH3:38])[CH3:37])=[O:50])=[CH:43][CH:44]=2)=[CH:9][CH:8]=1)=[O:14])([CH3:4])([CH3:3])[CH3:2]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

8

반응물 4

HCID 947NitrogenHCID 11776TriphenylphosphineHCID 11334366Tert-butyl 4-bromobenzoateHCID 13965008Tert-butyl 4-ethynylbenzoate

생성물 1

HCID 148475264,4'-Tolan-dicarboxylic acid di-tert.-butyl ester

시약·촉매·용매 3

HCID 24350
Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)
촉매
HCID 6342Acetonitrile용매2회
HCID 8471Triethylamine용매

실험 절차

4-Bromo-benzoic acid tert.-butyl ester, 5.1 g of triphenylphosphine and 375 ml of NEt3 are introduced into 1 l of absolute acetonitrile under nitrogen and N2 is passed through the solution for 20 minutes. 10.5 g of (Pφ3)2PdCl2 and 1.5 g of copper(I)iodide are then added and 166.5 g of 4-ethinyl-benzoic acid tert.-butyl ester dissolved in 1 l of absolute acetonitrile are slowly added dropwise under reflux and the reaction mixture is stirred overnight. The resulting reaction mixture is then suction filtered after cooling, stirred up in water, again suction filtered, dissolved in CH2Cl2 and filtered after the addition of a small quantity of Tonsil, and the solvent is then evaporated off under vacuum. 225 g of 4,4'-Tolan-dicarboxylic acid-di-tert.-butyl ester are obtained.

후처리

  1. additionare slowly added dropwise
  2. temperatureunder reflux
  3. customThe resulting reaction mixture
  4. filtrationsuction filtered
  5. temperatureafter cooling
  6. stirringstirred up in water
  7. filtrationagain suction filtered
  8. dissolutiondissolved in CH2Cl2
  9. filtrationfiltered
  10. additionafter the addition of a small quantity of Tonsil
  11. customthe solvent is then evaporated off under vacuum

출처 및 근거

ORD 기록
ord-8b63aad949984d1eb9e3fd6260dad1c3
출처 데이터셋
uspto-grants-1991_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05068300

반응 노트

불러오는 중…

이 페이지에서참가 물질실험 절차후처리출처 및 근거반응 노트