Tributylstannane → (E)-3-(tributylstannyl)prop-2-en-1-ol

反応式

[CH2:1]([OH:4])[C:2]#[CH:3].[CH2:5]([SnH:9]([CH2:14][CH2:15][CH2:16][CH3:17])[CH2:10][CH2:11][CH2:12][CH3:13])[CH2:6][CH2:7][CH3:8].N(C1(C#N)CCCCC1)=NC1(C#N)CCCCC1>>[CH2:14]([Sn:9]([CH2:5][CH2:6][CH2:7][CH3:8])([CH2:10][CH2:11][CH2:12][CH3:13])/[CH:3]=[CH:2]/[CH2:1][OH:4])[CH2:15][CH2:16][CH3:17]

参加物

反応物 3

HCID 5948Tributylstannane

HCID 7859Propargyl alcohol

HCID 749781,1'-Azobis(cyclohexanecarbonitrile)

生成物 1

HCID 10043273(E)-3-(tributylstannyl)prop-2-en-1-ol

反応条件

温度: 80 °C

実験手順

To neat propargyl alcohol (1.77 mL) were added tributyltin hydride (10.3 mL) followed by 1,1′-azobis(cyclohexanecarbonitrile) (378 mg). The mixture was heated for 2.5 h at 80° C., cooled to RT and directly purified by CC (EtOAc/Hept 5:95) to afford the desired compound (5.4 g).

後処理

temperaturecooled to RT
customdirectly purified by CC (EtOAc/Hept 5:95)

出典と根拠

ORDレコード: ord-e7096604ce5643708e747f25fcfa5897
出典データセット: uspto-grants-2014_03
DOI: 10.6084/m9.figshare.5104873.v1
特許番号: US08664203B2

反応ノート

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