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

Sulfuric Acid → [3-Benzo[1,3]dioxol-5-yl-5-(4-methoxy-benzyloxy)-phenyl]-cyclopropyl-methanone

HRID 417052
ノート
印刷プレビュー

反応式

HRID 417052 の反応式
[O:1]1[C:5]2[CH:6]=[CH:7][C:8]([C:10]3[CH:11]=[C:12]([CH:15]=[C:16]([O:18][CH2:19][C:20]4[CH:25]=[CH:24][C:23]([O:26][CH3:27])=[CH:22][CH:21]=4)[CH:17]=3)[C:13]#N)=[CH:9][C:4]=2[O:3][CH2:2]1.[CH:28]1([Mg]Cl)[CH2:30][CH2:29]1.S(=O)(=O)(O)[OH:34]>C1COCC1.C(OCC)C>[O:1]1[C:5]2[CH:6]=[CH:7][C:8]([C:10]3[CH:11]=[C:12]([C:13]([CH:28]4[CH2:30][CH2:29]4)=[O:34])[CH:15]=[C:16]([O:18][CH2:19][C:20]4[CH:25]=[CH:24][C:23]([O:26][CH3:27])=[CH:22][CH:21]=4)[CH:17]=3)=[CH:9][C:4]=2[O:3][CH2:2]1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 1118Sulfuric AcidHCID 594968393-Benzo[1,3]dioxol-5-yl-5-(4-methoxy-benzyloxy)-benzonitrileHCID 178478986HCID 178478986、化合物

生成物 1

HCID 59496824[3-Benzo[1,3]dioxol-5-yl-5-(4-methoxy-benzyloxy)-phenyl]-cyclopropyl-methanone収率 91%

試薬・触媒・溶媒 2

HCID 3283Diethyl Ether溶媒
HCID 8028
Tetrahydrofuran
溶媒

実験手順

To a solution of 3-benzo[1,3]dioxol-5-yl-5-(4-methoxy-benzyloxy)-benzonitrile (250 mg) in anhydrous THF (3 mL) were added a solution of cyclopropylmagnesium chloride (4.1 mL of 0.5 M solution in THF) and catalytic amount of cuprous bromide (2 mg). The resulting reaction mixture was refluxed for 1.5 h. After it was cooled down, 10% sulfuric acid (1.5 mL) was added and stirring was continued for 30 min at room temperature. Then the reaction mixture was diluted with diethyl ether, washed with water and brine. The organic extract was dried over anhydrous sodium sulfate, concentrated and purified on a silica gel column using ethyl acetate and hexanes to yield 253 mg of the title compound (91% yield). HRMS calcd for C25H22O5 [M+H]+ 403.1540, observed 403.1537.

後処理

  1. customThe resulting reaction mixture
  2. temperaturewas refluxed for 1.5 h
  3. temperatureAfter it was cooled down
  4. washwashed with water and brine
  5. extractionThe organic extract
  6. dry with materialwas dried over anhydrous sodium sulfate
  7. concentrationconcentrated
  8. custompurified on a silica gel column

出典と根拠

ORDレコード
ord-6af74d6d86da436ba62451dce57942bd
出典データセット
uspto-grants-2012_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08088936B2

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