Tin tetrachloride → HCID 21193478, compound

HRID 1954280Notes

Reaction equation

HRID 1954280 reaction equation
[CH:1]1([C:6]2[CH:7]=[C:8]([CH:12]=[CH:13][C:14]=2[O:15][CH3:16])[C:9]([OH:11])=O)[CH2:5][CH2:4][CH2:3][CH2:2]1.C(Cl)(=O)C(Cl)=O.[Sn](Cl)(Cl)(Cl)Cl.[CH2:28]([C:35]1[O:36][C:37]([CH3:41])=[C:38]([CH3:40])[CH:39]=1)[C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1>C(Cl)Cl>[CH2:28]([C:35]1[O:36][C:37]([CH3:41])=[C:38]([CH3:40])[C:39]=1[C:9]([C:8]1[CH:12]=[CH:13][C:14]([O:15][CH3:16])=[C:6]([CH:1]2[CH2:2][CH2:3][CH2:4][CH2:5]2)[CH:7]=1)=[O:11])[C:29]1[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=1

Participants

6

Reactant 4

HCID 24287Tin tetrachlorideHCID 65578Oxalyl chlorideHCID 15895031HCID 15895031, compoundHCID 158950343-Cyclopentyl-p-anisic acid

Product 1

HCID 21193478HCID 21193478, compoundYield 106.6%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The title compound was prepared according to the procedure in Example 1, step 4 using 3-cyclopentyl-4-methoxy-benzoic acid (10.00 g, 45.4 mmol, RN-59216-82-9), oxalyl chloride (4.4 mL, 50.4 mmol), N,N-DMF (5 drops), tin(IV) chloride (5.8 mL, 49.7 mmol) and 2-benzyl-4,5-dimethylfuran (10.1 g, 54.3 mmol) in CH2Cl2. The final organic extracts were concentrated to give 18.8 g of the title compound, synthetically pure. 1H NMR: consistent.

Workup

  1. customThe title compound was prepared
  2. concentrationThe final organic extracts were concentrated

Sources & evidence

ORD record
ord-facf1d4bf94240748fbbd753ca9c44a4
Source dataset
uspto-grants-2000_09
Patent number
US06121271

Reaction notes

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