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

Dimethylformamide → HCID 19046983、化合物

HRID 1780571
ノート
印刷プレビュー

反応式

HRID 1780571 の反応式
C(NC(C)C)(C)C.C([Li])CCC.[F:13][C:14]1[CH:19]=[CH:18][CH:17]=[C:16]([C:20]2[CH:25]=[CH:24][C:23]([O:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH3:34])=[CH:22][CH:21]=2)[N:15]=1.CN(C)[CH:37]=[O:38]>O1CCCC1.CCCCCC>[F:13][C:14]1[C:19]([CH:37]=[O:38])=[CH:18][CH:17]=[C:16]([C:20]2[CH:25]=[CH:24][C:23]([O:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH3:34])=[CH:22][CH:21]=2)[N:15]=1
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

7

反応物 4

HCID 6228DimethylformamideHCID 7912DiisopropylamineHCID 179115002-(4-Octyloxyphenyl)-6-fluoropyridineHCID 178418339Butyllithium

生成物 1

HCID 19046983HCID 19046983、化合物収率 55.2%

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒3 回
HCID 8058Hexane溶媒

反応条件

温度
-78 °C

実験手順

2.55 ml (18.2mmol) of diisopropylamine in 30 ml of tetrahydrofuran are stirred at 0° C. with 11.4 ml (18.2mmol) of a 1.6-molar n-butyllithium solution in hexane for one hour. After addition of 170 ml of tetrahydrofuran and cooling to -78° C., 3.64 g (12.1 mmol) of 2-fluoro-6-(4-octyloxyphenyl)pyridine (prepared as described in EXAMPLE 2) in 90 ml of tetrahydrofuran are added dropwise, and the mixture is stirred at -78° C. for 4 hours. 1.86 ml (24.2mmol) of N,N-dimethylformamide are then added dropwise at -78° C., and the reaction mixture is stirred overnight, during which it warms to room temperature. For workup, the mixture is poured onto sodium chloride solution, the resulting mixture is extracted with ether, the organic phase is washed with water, dried over sodium sulfate, filtered and concentrated. Purification of the residue by chromatography (silica gel, CH2Cl2) gives 2.20 g of 2-fluoro-3-formyl-6-(4-octyloxyphenyl)pyridine. ##STR62##

後処理

  1. stirringthe reaction mixture is stirred overnight, during which it
  2. customwarms to room temperature
  3. additionFor workup, the mixture is poured onto sodium chloride solution
  4. extractionthe resulting mixture is extracted with ether
  5. washthe organic phase is washed with water
  6. dry with materialdried over sodium sulfate
  7. filtrationfiltered
  8. concentrationconcentrated
  9. customPurification of the residue by chromatography (silica gel, CH2Cl2)

出典と根拠

ORDレコード
ord-1cea35c9548d4858ac7ecb960e0909af
出典データセット
uspto-grants-1997_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05630962

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