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 → 2-(3-Acetoxy-4-trifluoromethyl-benzoylamino)-indane-2-carboxylic acid methyl ester

HRID 521481
ノート
印刷プレビュー

反応式

HRID 521481 の反応式
[C:1]([O:4][C:5]1[CH:6]=[C:7]([CH:11]=[CH:12][C:13]=1[C:14]([F:17])([F:16])[F:15])[C:8]([OH:10])=O)(=[O:3])[CH3:2].C(Cl)(=O)C(Cl)=O.CN(C=O)C.Cl.[CH3:30][O:31][C:32]([C:34]1([NH2:43])[CH2:42][C:41]2[C:36](=[CH:37][CH:38]=[CH:39][CH:40]=2)[CH2:35]1)=[O:33]>C(Cl)Cl.C(=O)([O-])O.[Na+]>[CH3:30][O:31][C:32]([C:34]1([NH:43][C:8](=[O:10])[C:7]2[CH:11]=[CH:12][C:13]([C:14]([F:17])([F:16])[F:15])=[C:5]([O:4][C:1](=[O:3])[CH3:2])[CH:6]=2)[CH2:42][C:41]2[C:36](=[CH:37][CH:38]=[CH:39][CH:40]=2)[CH2:35]1)=[O:33]
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 4

HCID 6228DimethylformamideHCID 65578Oxalyl chlorideHCID 236167943-Acetoxy-4-trifluoromethyl-benzoic acidHCID 45074056methyl 2-amino-2,3-dihydro-1H-indene-2-carboxylate hydrochloride

生成物 1

HCID 670766942-(3-Acetoxy-4-trifluoromethyl-benzoylamino)-indane-2-carboxylic acid methyl ester収率 24%

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒2 回
HCID 516892Sodium Bicarbonate溶媒

実験手順

To a solution of 2.7 g (10.9 mmol) of the compound of step 1 in 16.3 ml of a 2 M solution of oxalyl chloride in DCM (32.6 mmol), 80 mg of DMF were added and the mixture was stirred for 30 min at room temperature. The solvent was evaporated, 20 ml of DCM were added and the mixture was evaporated again. The residue was dissolved in 20 ml of DCM and the solution added within 5 min at 0° C. to a solution of 2.48 g (10.9 mmol) of 2-amino-indane-2-carboxylic acid methyl ester hydrochloride in 50 ml of DCM and 30 ml of a saturated sodium hydrogencarbonate solution. After stirring overnight, the phases were separated, the organic phase was dried over sodium sulfate, evaporated, and the residue was purified by silica gel chromatography (HEP/EA gradient). 1.1 g of the title compound were obtained.

後処理

  1. customThe solvent was evaporated
  2. addition20 ml of DCM were added
  3. customthe mixture was evaporated again
  4. dissolutionThe residue was dissolved in 20 ml of DCM
  5. stirringAfter stirring overnight
  6. customthe phases were separated
  7. dry with materialthe organic phase was dried over sodium sulfate
  8. customevaporated
  9. customthe residue was purified by silica gel chromatography (HEP/EA gradient)

出典と根拠

ORDレコード
ord-3504f2531c1746cb9607babdcbcad2cb
出典データセット
uspto-grants-2016_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09328071B2

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