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Triethylamine → 1-(4-Carbo-tert.-butoxyphenyl)-2-(4'-carbethoxy-biphenyl-4-yl)-ethyne

HRID 974218
노트
인쇄 미리보기

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HRID 974218 반응식
C(N(CC)CC)C.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.Br[C:28]1[CH:33]=[CH:32][C:31]([C:34]2[CH:39]=[CH:38][C:37]([C:40]([O:42][CH2:43][CH3:44])=[O:41])=[CH:36][CH:35]=2)=[CH:30][CH:29]=1.[C:45]([O:49][C:50](=[O:59])[C:51]1[CH:56]=[CH:55][C:54]([C:57]#[CH:58])=[CH:53][CH:52]=1)([CH3:48])([CH3:47])[CH3:46]>C(#N)C.[Cu]I>[C:50]([C:51]1[CH:56]=[CH:55][C:54]([C:57]#[C:58][C:28]2[CH:33]=[CH:32][C:31]([C:34]3[CH:39]=[CH:38][C:37]([C:40]([O:42][CH2:43][CH3:44])=[O:41])=[CH:36][CH:35]=3)=[CH:30][CH:29]=2)=[CH:53][CH:52]=1)([O:49][C:45]([CH3:48])([CH3:47])[CH3:46])=[O:59]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 8471TriethylamineHCID 11776TriphenylphosphineHCID 13965008Tert-butyl 4-ethynylbenzoateHCID 14924841Ethyl 4'-bromo-[1,1'-biphenyl]-4-carboxylate

생성물 1

HCID 199856561-(4-Carbo-tert.-butoxyphenyl)-2-(4'-carbethoxy-biphenyl-4-yl)-ethyne

시약·촉매·용매 2

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

실험 절차

100 ml of triethylamine, 6.3 g of triphenylphosphine, 2.81 g of (Pφ3)2PdCl2 and 0.77 g of copper(I)iodide are added under nitrogen to 61 g of 4-bromo-4'-carbethoxybiphenyl in 300 ml of absolute acetonitrile. 44.3 g of 4-ethinyl-benzoic acid tert.-butyl ester dissolved in 300 ml of absolute acetonitrile are slowly added dropwise at the reflux temperature and the reaction mixture is boiled overnight. It is then suction filtered while hot and stirred up in water and again suction filtered and the residue is dissolved in CH2Cl2 and filtered after the addition of Tonsil.

후처리

  1. additionare slowly added dropwise at the reflux temperature
  2. filtrationsuction filtered while hot and
  3. filtrationagain suction filtered
  4. dissolutionthe residue is dissolved in CH2Cl2
  5. filtrationfiltered
  6. additionafter the addition of Tonsil

출처 및 근거

ORD 기록
ord-a5fd330612ed43fb9ecb981cf2f9d948
출처 데이터셋
uspto-grants-1991_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05068300

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