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Methanol → Acetic acid 5,5-dimethyl-4-oxo-hex-2-ynyl ester

HRID 553840
ノート
印刷プレビュー

反応式

HRID 553840 の反応式
[C:1](Cl)(=[O:6])[C:2]([CH3:5])([CH3:4])[CH3:3].[C:8]([O:11][CH2:12][C:13]#[CH:14])(=[O:10])[CH3:9].[I-].CO>CCN(CC)CC.[Pd](Cl)Cl.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>[CH3:3][C:2]([CH3:5])([CH3:4])[C:1](=[O:6])[C:14]#[C:13][CH2:12][O:11][C:8](=[O:10])[CH3:9]
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 887MethanolHCID 30165Iodide IonHCID 62493Pivaloyl chlorideHCID 69388Propargyl acetate

生成物 1

HCID 86622407Acetic acid 5,5-dimethyl-4-oxo-hex-2-ynyl ester

試薬・触媒・溶媒 2

HCID 6102075Dichlorobis(triphenylphosphine)palladium触媒
HCID 8471
Triethylamine
溶媒

実験手順

Pivaloyl chloride (612 μl), propargyl acetate (644 μl), cupper iodide (12 mg) and bis-(triphenylphosphine) palladium(II)-dichloride (9.1 mg) in NEt3 (10 ml) were stirred at RT for 24 h. MeOH was added and the mixture was evaporated off. The residue was taken up in Et2O and the resulting suspension filtered off. The solution was washed with a 1M HCl solution, water, dried (Na2SO4) and evaporated off. Column chromatography (EA/Hept 1/3) afforded 343 mg of the desired compound.

後処理

  1. customthe mixture was evaporated off
  2. filtrationthe resulting suspension filtered off
  3. washThe solution was washed with a 1M HCl solution, water
  4. dry with materialdried (Na2SO4)
  5. customevaporated off

出典と根拠

ORDレコード
ord-6b7e575f8c374d0e97c52bfcfcb28645
出典データセット
uspto-grants-2011_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08048881B2

反応ノート

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