Acetic Acid → 2-Furyltrimethylsilane

HRID 345894Notes

Reaction equation

HRID 345894 reaction equation
[CH3:1][Si:2]([CH3:13])([CH3:12])[C:3]1[O:4][CH:5]=[C:6](CCC=O)[CH:7]=1.C(C(CCCCCCCC)(C([O-])=O)C([O-])=O)CCCCCCC.C(O)(=O)C.N1CCCCC1>O1CCCC1>[CH3:1][Si:2]([CH3:13])([CH3:12])[C:3]1[O:4][CH:5]=[CH:6][CH:7]=1

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 8082PiperidineHCID 150370923-(2-Trimethylsilyl-4-furyl)propan-1-alHCID 220590252,2-Dioctylpropanedioate

Product 1

HCID 1370922-Furyltrimethylsilane

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

3-(2-Trimethylsilyl-4-furyl)propan-1-al is reacted with dioctylmalonate in tetrahydrofuran in the presence of acetic acid and piperidine to give 3-[4,4-di (carbooctanoxy)-3-butenyl]- 5-trimethylsilylfuran which is treated with cold aqueous potassium hydroxide to give 3-(4-carboxy-4-carbooctanoxy-3-butenyl)-5-trimethylsilylfuran.

Sources & evidence

ORD record
ord-f22021f889e543469ccef2e7d86fe91e
Source dataset
uspto-grants-1991_10
Patent number
US05059611

Reaction notes

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