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Tetrabutylammonium Fluoride → 1-(3-Ethynylphenyl)cyclopropanecarboxamide

HRID 592457
ノート
印刷プレビュー

反応式

HRID 592457 の反応式
CCCC[N+](CCCC)(CCCC)CCCC.[F-].C([Si]([C:29]#[C:30][C:31]1[CH:32]=[C:33]([C:37]2([C:40]([NH2:42])=[O:41])[CH2:39][CH2:38]2)[CH:34]=[CH:35][CH:36]=1)(C(C)C)C(C)C)(C)C>C1COCC1.O.CCOC(C)=O>[C:30]([C:31]1[CH:32]=[C:33]([C:37]2([C:40]([NH2:42])=[O:41])[CH2:39][CH2:38]2)[CH:34]=[CH:35][CH:36]=1)#[CH:29]
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 2

HCID 2724141Tetrabutylammonium FluorideHCID 867123331-(3-((Triisopropylsilyl)ethynyl)phenyl)cyclopropanecarboxamide

生成物 1

HCID 867123321-(3-Ethynylphenyl)cyclopropanecarboxamide

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒2 回HCID 8857
Ethyl Acetate
溶媒

実験手順

A 1.0 M TBAF solution in THF (10.5 mL, 10.5 mmol) was added to a solution of 1-(3-((triisopropylsilyl)ethynyl)phenyl)cyclopropanecarboxamide A59 (1.20 g, 3.50 mmol) in THF (50 mL) and stirred for 15 minutes. The mixture was diluted with water (200 mL) and EtOAc (200 mL) before the organic fraction was separated and washed with 0.5 M citric acid solution (200 mL), water (200 mL), brine (50 mL) and dried (Na2SO4). The volatiles were removed in vacuo and the resulting solid was suspended in cyclohexane (50 mL) and sonicated for 10 minutes. The solid was collected by filtration and dried to give the title compound A60 as a tan solid (386 mg, 59%). LCMS-A: rt 5.635 min; m/z 186.2 [M+H]+.

後処理

  1. customwas separated
  2. washwashed with 0.5 M citric acid solution (200 mL), water (200 mL), brine (50 mL)
  3. dry with materialdried (Na2SO4)
  4. customThe volatiles were removed in vacuo
  5. customsonicated for 10 minutes
  6. filtrationThe solid was collected by filtration
  7. customdried

出典と根拠

ORDレコード
ord-afe7c58327ec47a089f563d722cccedb
出典データセット
uspto-grants-2016_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09238644B2

反応ノート

読み込み中…

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