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4-Chlorophenol → HCID 67046320、化合物

HRID 606012
ノート
印刷プレビュー

反応式

HRID 606012 の反応式
[C:1]1([CH3:24])[CH:6]=[CH:5][C:4]([C:7]2[N:8]=[C:9]3[CH:14]=[CH:13][C:12]([C:15]4[CH:16]=[C:17]([CH2:21][OH:22])[CH:18]=[CH:19][CH:20]=4)=[CH:11][N:10]3[CH:23]=2)=[CH:3][CH:2]=1.[Cl:25][C:26]1[CH:31]=[CH:30][C:29](O)=[CH:28][CH:27]=1.C(P(CCCC)CCCC)CCC.N(C(N1CCCCC1)=O)=NC(N1CCCCC1)=O>O1CCCC1>[Cl:25][C:26]1[CH:31]=[CH:30][C:29]([O:22][CH2:21][C:17]2[CH:16]=[C:15]([C:12]3[CH:13]=[CH:14][C:9]4[N:10]([CH:23]=[C:7]([C:4]5[CH:3]=[CH:2][C:1]([CH3:24])=[CH:6][CH:5]=5)[N:8]=4)[CH:11]=3)[CH:20]=[CH:19][CH:18]=2)=[CH:28][CH:27]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 46844-ChlorophenolHCID 13831TributylphosphineHCID 730421,1'-(Azodicarbonyl)dipiperidineHCID 24856033HCID 24856033、化合物

生成物 1

HCID 67046320HCID 67046320、化合物収率 19.2%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

200 mg of [3-(2-p-tolylimidazo[1,2-a]pyridin-6-yl)phenyl]methanol (Example 3) are dissolved in 20 ml of dry tetrahydrofuran, 123 mg of p-chlorophenol, 193 mg of tributylphosphine and 210 mg of 1,1′-azodicarbonyldipiperidine are added thereto and the mixture is left to stir at ambient temperature for 16 h. The solvent is evaporated off under reduced pressure. The residue is taken up with 10 ml of ethyl acetate, the precipitate is removed, the filtrate is concentrated and the residue is purified by chromatography. The solid obtained is taken up with petroleum ether and the precipitate is recovered by filtration and dried under reduced pressure. 52 mg of compound are obtained. Mp=182-184° C. 1H NMR (DMSO-d6, δ in ppm): 2.32 (s, 3H); 5.17 (s, 2H); 7.06 (d, J=7 Hz, 2H); 7.23 (d, J=7.2 Hz, 2H); 7.32 (d, J=7.3 Hz, 2H); from 7.40 to 7.80 (m, 6H); 7.84 (m, J=7.8 Hz, 2H); 8.32 (s, 1H); 8.86 (m, 1H). M+H=425.

後処理

  1. waitthe mixture is left
  2. customThe solvent is evaporated off under reduced pressure
  3. customthe precipitate is removed
  4. concentrationthe filtrate is concentrated
  5. customthe residue is purified by chromatography
  6. customThe solid obtained
  7. filtrationthe precipitate is recovered by filtration
  8. customdried under reduced pressure

出典と根拠

ORDレコード
ord-798bfb3da1c14d7ba763c2c515d0c9e8
出典データセット
uspto-grants-2011_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07915284B2

反応ノート

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