Butylamine → HCID 119083720, compound

HRID 2065947Notes

Reaction equation

HRID 2065947 reaction equation
[CH2:1]([NH2:5])[CH2:2][CH2:3][CH3:4].[CH3:6][CH2:7][O:8][C:9]([CH3:11])=[O:10].[CH3:12][CH2:13][CH2:14]CCCC>C(Cl)Cl.[Pd]>[CH2:1]([NH:5][CH:13]([CH3:14])/[CH:12]=[CH:11]/[C:9]([O:8][CH2:7][CH3:6])=[O:10])[CH2:2][CH2:3][CH3:4]

Participants

6

Reactant 3

HCID 8007ButylamineHCID 8857Ethyl AcetateHCID 8900Heptane

Product 1

HCID 119083720HCID 119083720, compoundYield 65%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 6344DichloromethaneSolvent

Procedure

Reaction of 31 (rac-Ethyl (2E)-4-(diethoxyphosphinyloxy)pent-2-enoate) (280 mg, 1.0 mmol) with nBuNH2 (198 μL, 2.0 mmol) and 8 mol % [Pd] in CH2Cl2 (10 ml) at room temperature according to Example 2. Flash chromatography (AcOEt:heptane fraction 50:50 to 55:45) yields 10 (rac-Ethyl (2E)-N-butyl-4-aminopent-2-enoate) (130 mg, 65%) as a yellow oil.

Sources & evidence

ORD record
ord-b7ec9d51b17d4696beaca682e69fc718
Source dataset
uspto-grants-2012_10
Patent number
US08288566B2

Reaction notes

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