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Potassium trimethylsilanolate → HCID 66788306、化合物

HRID 1774812
ノート
印刷プレビュー

反応式

HRID 1774812 の反応式
[Br:1][C:2]1[CH:3]=[C:4]([C:8]2([C:11]([O:13]C)=[O:12])[CH2:10][CH2:9]2)[CH:5]=[N:6][CH:7]=1.C[Si](C)(C)[O-].[K+:20]>C1COCC1>[Br:1][C:2]1[CH:3]=[C:4]([C:8]2([C:11]([O-:13])=[O:12])[CH2:9][CH2:10]2)[CH:5]=[N:6][CH:7]=1.[K+:20]
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 23668039Potassium trimethylsilanolateHCID 59578399Methyl 1-(5-bromopyridin-3-yl)cyclopropanecarboxylate

生成物 1

HCID 66788306HCID 66788306、化合物収率 51.2%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of methyl 1-(5-bromopyridin-3-yl)cyclopropanecarboxylate (4.764 g, 18.6 mmol) in THF (190 mL) was added 90% potassium trimethylsilanolate (2.65 g, 18.6 mmol) and the reaction mixture was stirred at room temperature over night. Then, the mixture was filtered and washed with THF to give the desired product (2.668 g) as a light brown solid. The mother liquors were concentrated to around 50 mL of THF. Another portion of 90% potassium trimethylsilanolate (0.43 g) was added and stirring was continued for 5 h at room temperature. Then, the mixture was filtered and washed again with THF to give a second batch of desired product (0.953 g) which was combined with the first batch to give the title compound (3.621 g, 59.1%) as a light brown solid. MS:242.0 and 244.1 (M+H+).

後処理

  1. filtrationThen, the mixture was filtered
  2. washwashed with THF

出典と根拠

ORDレコード
ord-0e8346542914448392cca0180901333a
出典データセット
uspto-grants-2016_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09260408B2

反応ノート

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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