Ammonia → HCID 18461541, compound

HRID 2303455Notes

Reaction equation

HRID 2303455 reaction equation
[O:1]1[C:5](=[O:6])[CH2:4][CH:3]2[CH2:7][CH:8]=[CH:9][CH:2]12.C[Si]([N-][Si](C)(C)C)(C)C.[Li+].[CH2:20](Br)[CH:21]=[CH2:22].N>C1COCC1>[CH2:22]([CH:4]1[C:5](=[O:6])[O:1][CH:2]2[CH:9]=[CH:8][CH2:7][CH:3]12)[CH:21]=[CH2:20]

Participants

6

Reactant 4

HCID 222AmmoniaHCID 7841Allyl bromideHCID 556356HCID 556356, compoundHCID 2733832Lithium Hexamethyldisilazide

Product 1

HCID 18461541HCID 18461541, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

Analogously to the procedures of Example 1, the title compound was prepared from 0.31 g (2.5 mmol) of 3,3a,4,6a-tetrahydro-cyclopenta[b]furan-2-one, 2.5 ml of a 1 molar lithium bis-(trimethylsilyl)-amide solution in THF and 0.36 g (2.5 mmol) of allyl bromide in 7 ml of THF. Yield: 278 mg (67.8%) of a colourless oil. MS (DCI/NH3): m/e=182 [M+NH4+]

Sources & evidence

ORD record
ord-e99b84f1b0334c12bae7f3768f19d47b
Source dataset
uspto-grants-2002_08
Patent number
US06433004B1

Reaction notes

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