Tin tetrachloride → HCID 18430715, compound

HRID 1954287Notes

Reaction equation

HRID 1954287 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([CH:8]=[C:9]([CH2:13][CH3:14])[C:10]=1[O:11][CH3:12])[C:5]([OH:7])=O.[C:15](Cl)(=[O:19])[C:16](Cl)=O.[Sn](Cl)(Cl)(Cl)Cl.[CH2:26]([C:33]1(C)[CH:37](C)[CH:36]=[CH:35]O1)[C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1>>[CH2:26]([C:33]1[O:19][C:15]([CH3:16])=[C:36]([CH3:35])[C:37]=1[C:5]([C:4]1[CH:8]=[C:9]([CH2:13][CH3:14])[C:10]([O:11][CH3:12])=[C:2]([Br:1])[CH:3]=1)=[O:7])[C:27]1[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=1

Participants

5

Reactant 4

HCID 24287Tin tetrachlorideHCID 65578Oxalyl chlorideHCID 18430741HCID 18430741, compoundHCID 23296013HCID 23296013, compound

Product 1

HCID 18430715HCID 18430715, compoundYield 96.2%

Procedure

The title compound was prepared according to the procedure in Example 1, step 4, using 3-bromo-5-ethyl-4-methoxybenzoic acid (4.95 g, 19.1 mmol), oxalyl chloride (1.8 mL, 20.7 mmol), N,N-DMF (2 drops), tin(IV) chloride (2.50 mL, 21.4 mmol) and 2-benzyl-2,3-dimethylfuran (4.30 g, 23.1 mmol) to give 7.85 g (96%) of the title compound. 1H NMR: consistent.

Workup

  1. customThe title compound was prepared

Sources & evidence

ORD record
ord-3d8ba9eed8ee4a2a98a018b9cb51cbf9
Source dataset
uspto-grants-2000_09
Patent number
US06121271

Reaction notes

Loading…