Ethynyltributyltin → HCID 22145371, compound

HRID 1452101Notes

Reaction equation

HRID 1452101 reaction equation
[CH2:1]([CH:8]1[C:12](=O)O[NH:10][N:9]1[CH3:14])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:15]([Sn:17]([CH2:26][CH2:27][CH2:28][CH3:29])([CH2:22][CH2:23][CH2:24][CH3:25])[CH2:18][CH2:19][CH2:20][CH3:21])#C>C1(C)C(C)=CC=CC=1>[CH2:1]([C:8]1[N:9]([CH3:14])[N:10]=[C:15]([Sn:17]([CH2:18][CH2:19][CH2:20][CH3:21])([CH2:26][CH2:27][CH2:28][CH3:29])[CH2:22][CH2:23][CH2:24][CH3:25])[CH:12]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 621176EthynyltributyltinHCID 22145418HCID 22145418, compound

Product 1

HCID 22145371HCID 22145371, compound

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Conditions

Temperature
140 °C

Procedure

4-Benzyl-3-methyl-1,2,3-oxadiazol-5-one (0.600 g) and ethynyltri-n-butyltin (2.5 ml) were dissolved in xylene (10 ml) and heated to 140° C. under argon for 16 h. The solvent was then evaporated and the residue was chromatographed over silica gel. Elution with a gradient of 0 to 10% acetone/toluene gave the product as a yellow oil (0.189 g); dH (CDCl3) 0.8-1.7 (27H, m), 3.77 (3H, s), 4.00 (2H, s), 6.09 (1H, s), 7.10-7.40 (5H, m).

Workup

  1. customThe solvent was then evaporated
  2. customthe residue was chromatographed over silica gel
  3. washElution with a gradient of 0 to 10% acetone/toluene

Sources & evidence

ORD record
ord-3c38b4729a474b0e92e82d4ea4b7e2ed
Source dataset
uspto-grants-1997_02
Patent number
US05606051

Reaction notes

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