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Triethylamine → HCID 90280212、化合物

HRID 1506651
ノート
印刷プレビュー

反応式

HRID 1506651 の反応式
[OH:1][N:2]=[C:3](Cl)/[CH:4]=[CH:5]\[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.[Cl:13][C:14]1[CH:19]=[CH:18][C:17]([C:20]#[CH:21])=[CH:16][CH:15]=1.C(N(CC)CC)C>C[C]1[C](C)[C](C)[C](C)[C]1C.C1CC=CCCC=C1.Cl[Ru]>[Cl:13][C:14]1[CH:19]=[CH:18][C:17]([C:20]2[C:3](/[CH:4]=[CH:5]/[C:6]3[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=3)=[N:2][O:1][CH:21]=2)=[CH:16][CH:15]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 8471TriethylamineHCID 70118Benzene, 1-chloro-4-ethynyl-HCID 90280186HCID 90280186、化合物

生成物 1

HCID 90280212HCID 90280212、化合物

試薬・触媒・溶媒 1

HCID 178420236HCID 178420236、化合物触媒

実験手順

A screw-top Schlenk flask (250 mL) purged with dry nitrogen was charged with compound 25B (7.31 g, 40 mmol) and 4-chlorophenylacetylene (5.0 g, 36.6 mmol). At room temperature, degassed 1,2-dichloroethane (100 mL) was added followed by [Cp*RuCl(cod)] (450 mg, 1.18 mmol) and triethylamine (6.38 mL, 45.8 mmol). The flask was purged with N2 and capped. After being stirred at room temperature for 7 h, the reaction mixture was passed through a plug of silica gel, and washed with DCM. The resulting solution was concentrated and the residue was purified by column chromatography on silica gel (pure hexanes to 10:1 hexanes/EtOAc) to provide the desired compound. MS (m/z) 282.0 [M+H]+.

後処理

  1. customA screw-top Schlenk flask (250 mL) purged with dry nitrogen
  2. customAt room temperature, degassed 1,2-dichloroethane (100 mL)
  3. additionwas added
  4. customThe flask was purged with N2
  5. customcapped
  6. washwashed with DCM
  7. concentrationThe resulting solution was concentrated
  8. customthe residue was purified by column chromatography on silica gel (pure hexanes to 10:1 hexanes/EtOAc)

出典と根拠

ORDレコード
ord-ac0191918bcb4ae2a7dc8c00f62c67b0
出典データセット
uspto-grants-2015_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09220710B2

反応ノート

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