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

Dichloromethane → 2-chloro-5-[1,4-dimethyl-5-(trifluoromethyl)-1H-pyrazol-3-yl]-4-fluorobenzoic acid, 1-methylethyl ester

HRID 1488746
ノート
印刷プレビュー

反応式

HRID 1488746 の反応式
[Cl:1][C:2]1[CH:10]=[C:9]([F:11])[C:8]([C:12]2[C:16]([CH3:17])=[C:15]([C:18]([F:21])([F:20])[F:19])[N:14]([CH3:22])[N:13]=2)=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].[C:23](Cl)(=O)[C:24](Cl)=O.[CH2:29](Cl)Cl>CN(C=O)C.CC(O)C.CCOCC>[Cl:1][C:2]1[CH:10]=[C:9]([F:11])[C:8]([C:12]2[C:16]([CH3:17])=[C:15]([C:18]([F:19])([F:20])[F:21])[N:14]([CH3:22])[N:13]=2)=[CH:7][C:3]=1[C:4]([O:6][CH:23]([CH3:24])[CH3:29])=[O:5]
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 3

HCID 6344DichloromethaneHCID 65578Oxalyl chlorideHCID 229064292-Chloro-5-[1,4-dimethyl-5-(trifluoromethyl)-1H-pyrazol-3-yl]-4-fluorobenzoic acid

生成物 1

HCID 570191292-chloro-5-[1,4-dimethyl-5-(trifluoromethyl)-1H-pyrazol-3-yl]-4-fluorobenzoic acid, 1-methylethyl ester

試薬・触媒・溶媒 3

HCID 6228Dimethylformamide触媒
HCID 3283
Diethyl Ether
溶媒
HCID 3776Isopropanol溶媒

実験手順

To a solution of 18 g of 2-chloro-5-[1,4-dimethyl-5-(trifluoromethyl)-1H-pyrazol-3-yl]-4-fluorobenzoic acid (Ex. 2) in 400 mL of CH2Cl2 was added 10 g of oxalyl chloride and a few drops of DMF. After 20 minutes at room temperature, the reaction Was heated to reflux for 2 hr and subsequently concd in vacuo. The resultant solid was dissolved in excess 2-propanol and heated overnight at reflux. The reaction mixture was concd, dissolved in ether, washed with 10% aq. NaOH and saturated brine and concd to give a solid. Recrystallization from cold hexanes gave 14 g of 2-chloro-5-[1,4-dimethyl-5-(trifluoromethyl)-1H-pyrazol-3-yl]-4-fluorobenzoic acid, 1-methylethyl ester: mp 72° C.; 1HNMR CDCl3) δ1.36 (d, 6H, 6.4 Hz), 2.09 (quintet, 3H, 2.0 Hz), 5.25 (heptet, 1H, 6.0 Hz), 7.27 (d, 1H, 9.2 Hz), 7.94 (d, 1H, 7.6 Hz). Anal. Calcd for C16H15O2N2F4Cl: C, 50.74; H, 3.99; N, 7.40. Found: C, 50.85; H, 4.02; N, 7.41.

後処理

  1. temperaturethe reaction Was heated
  2. temperatureto reflux for 2 hr
  3. temperatureheated overnight
  4. temperatureat reflux
  5. washwashed with 10% aq. NaOH and saturated brine and concd
  6. customto give a solid
  7. customRecrystallization from cold hexanes

出典と根拠

ORDレコード
ord-88e6d190307f4796ad67e811d8e5b2e3
出典データセット
uspto-grants-1997_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05675017

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