Tributylstannane → 2-Propenoic acid, 2-[(tributylstannyl)methyl]-, ethyl ester

HRID 363538Notes

Reaction equation

HRID 363538 reaction equation
C1(S([CH2:10][C:11](=[CH2:17])[C:12]([O:14][CH2:15][CH3:16])=[O:13])(=O)=O)C=CC=CC=1.[SnH:18]([CH2:27][CH2:28][CH2:29][CH3:30])([CH2:23][CH2:24][CH2:25][CH3:26])[CH2:19][CH2:20][CH2:21][CH3:22].CC(N=NC(C#N)(C)C)(C#N)C>C1C=CC=CC=1>[CH2:27]([Sn:18]([CH2:10][C:11](=[CH2:17])[C:12]([O:14][CH2:15][CH3:16])=[O:13])([CH2:19][CH2:20][CH2:21][CH3:22])[CH2:23][CH2:24][CH2:25][CH3:26])[CH2:28][CH2:29][CH3:30]

Participants

5

Reactant 3

HCID 5948TributylstannaneHCID 6547AzobisisobutyronitrileHCID 36116389295-32-9

Product 1

HCID 110149352-Propenoic acid, 2-[(tributylstannyl)methyl]-, ethyl ester

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

This compound was prepared from ethyl α-(benzenesulphonylmethyl)acrylate, n-Bu3SnH and AIBN in benzene at 80° C. for 1.5 h according to the procedure described in Journal of the Chemical Society, Chemical Communications, 1986, 1339-1340. 1H NMR (CDCl3) δ 0.85-1.65 (30H, m, 3× CH2CH2CH2CH3, OCH2CH3), 2.00 (2H, s, allylic CH2Sn), 4.15 (2H, q, OCH2CH3, J 7.5 Hz), 5.25 (1H, s, olefinic proton), 5.75 (1H, s, olefinic proton).

Sources & evidence

ORD record
ord-6544eff2a22d42f6b21751bb13c17979
Source dataset
uspto-grants-1999_02
Patent number
US05874511

Reaction notes

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