Acrolein → HCID 86649344, compound

HRID 1875298Notes

Reaction equation

HRID 1875298 reaction equation
[CH:1]([CH:3]=[CH2:4])=[O:2].[O:5]=[C:6]1[CH2:10][CH2:9][CH2:8][CH:7]1[C:11]([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:12]>ClCCl>[O:5]=[C:6]1[CH2:10][CH2:9][CH2:8][C@@:7]1([CH2:4][CH2:3][CH:1]=[O:2])[C:11]([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:12]

Participants

4

Reactant 2

HCID 7847AcroleinHCID 11052317tert-butyl 2-oxo-cyclopentanecarboxylate

Product 1

HCID 86649344HCID 86649344, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A solution of acrolein (4.19 g; 74.83 mmoles—2.5 eq.) in 10 mL of anhydrous dichloromethane is poured, over 30 minutes, at −25° C., under argon and with slow stirring, into a solution of tert-butyl 2-oxo-cyclopentanecarboxylate (5.51 g; 29.93 mmoles) and catalyst Q (1.46 g; 2.99 mmoles—0.1 eq.) in 60 mL of anhydrous dichloromethane

Sources & evidence

ORD record
ord-575c926c99cb40b0b2445b87e12a15d7
Source dataset
uspto-grants-2012_11
Patent number
US08309341B2

Reaction notes

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