Isopropylamine → HCID 73751838, compound

HRID 621726Notes

Reaction equation

[CH:1]([NH2:4])([CH3:3])[CH3:2].[CH3:5][CH2:6][O:7][C:8]([CH2:10][C:11]([CH2:13][C:14]([O:16][CH2:17][CH3:18])=[O:15])=O)=[O:9]>>[CH:1]([NH:4][C:11]([CH2:10][C:8]([O:7][CH2:6][CH3:5])=[O:9])=[CH:13][C:14]([O:16][CH2:17][CH3:18])=[O:15])([CH3:3])[CH3:2]

Participants

Reactant 2

HCID 6363Isopropylamine

HCID 66045Diethyl acetonedicarboxylate

Product 1

HCID 73751838HCID 73751838, compoundYield 36%

Conditions

Temperature: -18 °C

Procedure

Isopropylamine (60 ml, 0.712 mol) was added slowly to diethyl 1,3-acetonedicarboxylate (120 g, 0.5934 mol) with stirring at -18° C. After 24 hours at room temperature, the excess amine and water were removed under rotary evaporation and finally by azeotropic distillation with benzene to give a light yellow oil. It was kugelrohr distilled to give 52 g of light yellow oil as product (30%), nD25 1.4887.

Workup

customthe excess amine and water were removed under rotary evaporation and finally by azeotropic distillation with benzene
customto give a light yellow oil
distillationIt was kugelrohr distilled

Sources & evidence

ORD record: ord-8f0a5cd80e6b4fa3997f4d7639563f48
Source dataset: uspto-grants-1989_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04824954

Reaction notes

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