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Chloride → HCID 69138717、化合物

HRID 1357302
ノート
印刷プレビュー

反応式

HRID 1357302 の反応式
[CH:1]1([C:7]2[CH:15]=[CH:14][C:10]([C:11](Cl)=[O:12])=[CH:9][CH:8]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[Br:16][C:17]1[C:26]([O:27][CH:28]([C:36]([O:38][CH3:39])=[O:37])[CH2:29][C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=2)=[CH:25][CH:24]=[C:23]2[C:18]=1[CH:19]=[CH:20][C:21]([CH2:40][NH3+:41])=[CH:22]2.[Cl-].C(N(CC)CC)C>C(Cl)Cl>[CH3:39][O:38][C:36](=[O:37])[CH:28]([O:27][C:26]1[CH:25]=[CH:24][C:23]2[C:18](=[CH:19][CH:20]=[C:21]([CH2:40][NH:41][C:11](=[O:12])[C:10]3[CH:14]=[CH:15][C:7]([CH:1]4[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]4)=[CH:8][CH:9]=3)[CH:22]=2)[C:17]=1[Br:16])[CH2:29][C:30]1[CH:31]=[CH:32][CH:33]=[CH:34][CH:35]=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 312ChlorideHCID 8471TriethylamineHCID 185052915-Bromo-6-(1-methoxycarbonyl-2-phenyl-ethoxy)-naphthalen-2-ylmethyl-ammoniumHCID 218908474-Cyclohexylbenzoyl chloride

生成物 1

HCID 69138717HCID 69138717、化合物収率 84%

試薬・触媒・溶媒 1

HCID 6344
Dichloromethane
溶媒
2 回

実験手順

4-Cyclohexyl-benzoyl chloride (0.67 mmol) was added under nitrogen to a suspension of 5-bromo-6-(1-methoxycarbonyl-2-phenyl-ethoxy)-naphthalen-2-ylmethyl-ammonium; chloride (0.30 g, 0.67 mmol), prepared in step 3 of Example 53, in 20 mL of methylene chloride at room temperature. Triethylamine (0.186 mL, 1.33 mmol) was then added to the mixture. After the addition the reaction was stirred at room temperature for 18 h (overnight). The reaction was diluted with methylene chloride, extracted one time with 1N HCl and two times with 5% NaHCO3. The organic layer was separated, dried (MgSO4) and the solvent removed under reduced pressure to give 2-{1-bromo-6-[(4-cyclohexyl-benzoylamino)-methyl]-naphthalen-2-yloxyl}-3-phenyl-propionic acid methyl ester (0.3362 g, 84%) as an off-white solid, mp 160-161° C.

後処理

  1. additionAfter the addition the reaction
  2. extractionextracted one time with 1N HCl and two times with 5% NaHCO3
  3. customThe organic layer was separated
  4. dry with materialdried (MgSO4)
  5. customthe solvent removed under reduced pressure

出典と根拠

ORDレコード
ord-a3edc5ab721b4bd692df1204552f9669
出典データセット
uspto-grants-2003_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06589970B2

反応ノート

読み込み中…

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