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

HRID 974218
ノート
印刷プレビュー

反応式

HRID 974218 の反応式
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]
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 24350
Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)
触媒
HCID 6342Acetonitrile溶媒2 回

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-a5fd330612ed43fb9ecb981cf2f9d948
出典データセット
uspto-grants-1991_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05068300

反応ノート

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