Tributylstannane → tetrahydro-2-[[1-[2-(tributylstannyl)-E-ethenyl]nonyl]oxy]-2H-pyran

HRID 1073571Notes

Reaction equation

HRID 1073571 reaction equation
[C:1]([CH:3]([O:12][CH:13]1[CH2:18][CH2:17][CH2:16][CH2:15][O:14]1)[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH3:11])#[CH:2].[CH2:19]([SnH:23]([CH2:28][CH2:29][CH2:30][CH3:31])[CH2:24][CH2:25][CH2:26][CH3:27])[CH2:20][CH2:21][CH3:22]>>[CH2:28]([Sn:23]([CH2:19][CH2:20][CH2:21][CH3:22])([CH2:24][CH2:25][CH2:26][CH3:27])/[CH:2]=[CH:1]/[CH:3]([O:12][CH:13]1[CH2:18][CH2:17][CH2:16][CH2:15][O:14]1)[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH3:11])[CH2:29][CH2:30][CH3:31]

Participants

3

Reactant 2

HCID 5948TributylstannaneHCID 123818042-[(1-ethynylnonyl)oxy]tetrahydro-2H-pyran

Product 1

HCID 14582853tetrahydro-2-[[1-[2-(tributylstannyl)-E-ethenyl]nonyl]oxy]-2H-pyran

Conditions

Temperature
110 °C

Procedure

To 0.05 g (0.19 mmol) of the titled product of Example 8 is added 0.6 ml (0.22 mmol) of tri-n-butyltin hydride, and 20 mg of azoisobutyronitrile (AIBN). The reaction mixture was heated at 110° C. for 3 hours, whereupon thin layer chromatography indicated that the reaction was complete, producing the titled product. The product was used without further purification.

Sources & evidence

ORD record
ord-ff7996240ad6442099c08078f056df6a
Source dataset
uspto-grants-1990_11
Patent number
US04970229

Reaction notes

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