Tin tetrachloride → HCID 53695209, compound

HRID 442661Notes

Reaction equation

HRID 442661 reaction equation
[CH2:1]1[O:9][C:8]2[CH:7]=[CH:6][C:5]([CH2:10][C:11]([O:13][CH3:14])=[O:12])=[CH:4][C:3]=2[O:2]1.Cl[Sn](Cl)(Cl)Cl.[O:20]1[CH:24]=[CH:23][CH:22]=[C:21]1[C:25](Cl)=[O:26]>C(Cl)Cl>[O:20]1[CH:24]=[CH:23][CH:22]=[C:21]1[C:25]([C:6]1[CH:7]=[C:8]2[O:9][CH2:1][O:2][C:3]2=[CH:4][C:5]=1[CH2:10][C:11]([O:13][CH3:14])=[O:12])=[O:26]

Participants

5

Reactant 3

HCID 24287Tin tetrachlorideHCID 682422-Furancarbonyl chlorideHCID 266588Methyl 2-(1,3-dioxaindan-5-yl)acetate

Product 1

HCID 53695209HCID 53695209, compoundYield 52%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The title compound was prepared from methyl 3,4-methylenedioxyphenylacetate (336 mg, 1.73 mmol) in CH2Cl2 (10 mL), SnCl4 (1.0M solution in CH2Cl2 ; 2.8 mL, 2.8 mmol) and 2-furoyl chloride (200 μL, 1.92 mmol) as a solid (120 mg, 52% yield at 46% conversion). 1H NMR (CDCl3) 7.68 (brs, 1H), 7.17 (s, 1H), 7.11 (d, 1H, J=3.5), 6.83 (s, 1H), 6.57 (m, 1H), 6.06 (s, 2H), 3.78 (s, 2H), 3.64 (s, 3H).

Sources & evidence

ORD record
ord-cc8529102488445cb50595e618e96082
Source dataset
uspto-grants-1999_04
Patent number
US05891871

Reaction notes

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