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

Sodium Bicarbonate → 5-(2-(2'-(Trifluoromethyl)biphenyl-4-yl)ethyl)indoline

HRID 710446
ノート
印刷プレビュー

反応式

HRID 710446 の反応式
[F:1][C:2]([F:27])([F:26])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[C:9]1[CH:14]=[CH:13][C:12]([CH2:15][CH2:16][C:17]2[CH:18]=[C:19]3[C:23](=[CH:24][CH:25]=2)[NH:22][CH:21]=[CH:20]3)=[CH:11][CH:10]=1.[BH3-]C#N.[Na+].C([O-])(O)=O.[Na+]>CC(O)=O>[F:27][C:2]([F:1])([F:26])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[C:9]1[CH:10]=[CH:11][C:12]([CH2:15][CH2:16][C:17]2[CH:18]=[C:19]3[C:23](=[CH:24][CH:25]=2)[NH:22][CH2:21][CH2:20]3)=[CH:13][CH:14]=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 516892Sodium BicarbonateHCID 5003444Sodium cyanoborohydrideHCID 667266155-(2-(2'-(Trifluoromethyl)biphenyl-4-yl)ethyl)-1H-indole

生成物 1

HCID 667262965-(2-(2'-(Trifluoromethyl)biphenyl-4-yl)ethyl)indoline収率 75.4%

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

実験手順

The product of Step C (0.24 g, 0.65 mmol) was dissolved in AcOH (2 ml) and NaCNBH3 (0.082 g, 1.3 mmol) was added in portions. The mixture was stirred for 1 h and then poured into an aqueous solution of NaHCO3 and extracted with EtOAc (50 ml). The organic layer was separated, dried over MgSO4 and filtered. The filtrate was evaporated to dryness and the residue was purified by FCC (SiO2) to give the desired product (0.18 g, 75%), as pale paste. 1H-NMR (CDCl3) 2.81-2.94 (m, 4H); 3.0 (tr, 2H, J=7.22 Hz); 3.54 (tr, 2H, J=8.35 Hz); 6.58 (d, 1H, J=7.83 Hz); 6.84 (d, 1H, J=7.82 Hz); 6.9 (b, 1H); 7.17-7.21 (m, 3H); 7.31-7.35 (m, 2H); 7.43 (tr, 1H, J=7.65 Hz); 7.54 (tr, 1H, J=7.37 Hz); 7.72 (d, 1H, J=7.78 Hz).

後処理

  1. extractionextracted with EtOAc (50 ml)
  2. customThe organic layer was separated
  3. dry with materialdried over MgSO4
  4. filtrationfiltered
  5. customThe filtrate was evaporated to dryness
  6. customthe residue was purified by FCC (SiO2)

出典と根拠

ORDレコード
ord-26a27f8ff9a04bf9b8152cd8adeee215
出典データセット
uspto-grants-2015_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09181182B2

反応ノート

読み込み中…

このページの内容参加物実験手順後処理出典と根拠反応ノート