ホームMCPワークベンチSkills
ホームワークベンチ通知マイページ
llms.txt · MCPガイドプライバシーポリシー · 利用規約 · サポートv1.8.0
  1. ホーム
  2. /反応

Boron tribromide → HCID 76321959、化合物

HRID 1972553
ノート
印刷プレビュー

反応式

HRID 1972553 の反応式
[F:1][C:2]([F:39])([F:38])[C:3]([C:9]1[CH:14]=[CH:13][C:12]([N:15]2[CH2:20][CH2:19][N:18]([S:21]([C:24]3[S:25][CH:26]=[CH:27][CH:28]=3)(=[O:23])=[O:22])[CH2:17][CH:16]2[CH2:29][C:30]2[CH:35]=[CH:34][CH:33]=[C:32]([O:36]C)[CH:31]=2)=[CH:11][CH:10]=1)([OH:8])[C:4]([F:7])([F:6])[F:5].B(Br)(Br)Br>ClCCCl.C([O-])(O)=O.[Na+]>[F:39][C:2]([F:1])([F:38])[C:3]([C:9]1[CH:14]=[CH:13][C:12]([N:15]2[CH2:20][CH2:19][N:18]([S:21]([C:24]3[S:25][CH:26]=[CH:27][CH:28]=3)(=[O:23])=[O:22])[CH2:17][CH:16]2[CH2:29][C:30]2[CH:31]=[C:32]([OH:36])[CH:33]=[CH:34][CH:35]=2)=[CH:11][CH:10]=1)([OH:8])[C:4]([F:7])([F:6])[F:5]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 2

HCID 25134Boron tribromideHCID 866703961,1,1,3,3,3-Hexafluoro-2-(4-(2-(3-methoxybenzyl)-4-(thiophen-2-ylsulfonyl)piperazin-1-yl)phenyl)-2-propanol

生成物 1

HCID 76321959HCID 76321959、化合物収率 86.1%

試薬・触媒・溶媒 2

HCID 111,2-Dichloroethane溶媒HCID 516892Sodium Bicarbonate溶媒

反応条件

温度
80 °C

実験手順

To a 50-mL round-bottomed flask was added 1,1,1,3,3,3-hexafluoro-2-(4-(2-(3-methoxybenzyl)-4-(thiophen-2-ylsulfonyl)piperazin-1-yl)phenyl)propan-2-ol (38 mg, 0.064 mmol, Example 175) and BBr3 (0.025 mL, 0.256 mmol, Aldrich, St. Louis, Mo.) in DCE (3 mL). The reaction mixture was stirred at 80° C. for 2 h and then diluted with saturated NaHCO3 (20 mL) and extracted with EtOAc (2×30 mL). The organic extracts were washed with saturated aqueous NaCl (10 mL) and dried over Na2SO4. The solution was filtered and concentrated in vacuo to give the crude material as a light-yellow glass. The crude product was purified by silica gel chromatography, eluting with 40% EtOAc in hexanes to give 3-((1-(4-(1,1,1,3,3,3-hexafluoro-2-hydroxypropan-2-yl)phenyl)-4-(thiophen-2-ylsulfonyl)piperazin-2-yl)methyl)phenol (32 mg) (racemic mixture) as a light-yellow tar.

後処理

  1. extractionextracted with EtOAc (2×30 mL)
  2. washThe organic extracts were washed with saturated aqueous NaCl (10 mL)
  3. dry with materialdried over Na2SO4
  4. filtrationThe solution was filtered
  5. concentrationconcentrated in vacuo
  6. customto give the crude material as a light-yellow glass
  7. customThe crude product was purified by silica gel chromatography
  8. washeluting with 40% EtOAc in hexanes

出典と根拠

ORDレコード
ord-ff2c7d4ae53d4325aece750988827b68
出典データセット
uspto-grants-2013_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08431563B2

反応ノート

読み込み中…

このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート