Tributylstannane → HCID 73653327, compound

HRID 2352145Notes

Reaction equation

[CH2:1]([SnH:5]([CH2:10][CH2:11][CH2:12][CH3:13])[CH2:6][CH2:7][CH2:8][CH3:9])[CH2:2][CH2:3][CH3:4].[C:14]([OH:20])(=[O:19])[CH2:15][CH2:16][C:17]#[CH:18]>>[CH2:10]([Sn:5]([CH2:1][CH2:2][CH2:3][CH3:4])([CH2:6][CH2:7][CH2:8][CH3:9])[CH:18]=[CH:17][CH2:16][CH2:15][C:14]([O:20][Sn:5]([CH2:6][CH2:7][CH2:8][CH3:9])([CH2:10][CH2:11][CH2:12][CH3:13])[CH2:1][CH2:2][CH2:3][CH3:4])=[O:19])[CH2:11][CH2:12][CH3:13]

Participants

Reactant 2

HCID 5948Tributylstannane

HCID 224644-Pentynoic acid

Product 1

HCID 73653327HCID 73653327, compound

Conditions

Temperature: 60 °C

Procedure

A mixture of tri-n-butyltinhydride (2.0 equiv.) (Aldrich) and 4-pentynoic acid (1.0 equiv.) (Aldrich) is warmed to 60° C. for six hours. Kugelrohr distillation of the crude product gives tri-n-butylstannyl 5-(tri-n-butylstannyl)-4-pentenoate acid.

Workup

distillationKugelrohr distillation of the crude product

Sources & evidence

ORD record: ord-195ea6c9994e42c0820fa0a793a2645c
Source dataset: uspto-grants-1989_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04876081

Reaction notes

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