Dichloromethane → HCID 59180251, compound

HRID 2069488Notes

Reaction equation

HRID 2069488 reaction equation
[CH3:1][O:2][C:3]([C@@H:5]([NH2:12])[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)=[O:4].ClCCl.Cl[CH2:17]/[CH:18]=[CH:19]\[CH2:20]Cl.CCCCCC>CCCCCC.C(OCC)(=O)C>[C:6]1([C@H:5]([N:12]2[CH2:20][CH:19]=[CH:18][CH2:17]2)[C:3]([O:2][CH3:1])=[O:4])[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1

Participants

6

Reactant 4

HCID 6344DichloromethaneHCID 8058HexaneHCID 1201451Methyl phenylglycinate, L-HCID 64321151,4-Dichloro-cis-2-butene

Product 1

HCID 59180251HCID 59180251, compoundYield 65.2%

Reagents, catalysts & solvents 1

HCID 21226206Ethyl acetate hexaneSolvent

Procedure

From L-phenylglycine methyl ester (808 mg, 4.89 mmol), dichloromethane (0.1 ml) and cis-1,4-dichloro-2-butene (170 mg, 1.39 mmol). Flash chromatography: silica gel, gradient neat hexane to hexane:ethyl acetate (1:2) afforded the product (197 mg, 65%) as colourless oil.

Sources & evidence

ORD record
ord-d91d5a0b337e4401a93671902e938940
Source dataset
uspto-grants-2012_10
Patent number
US08299113B2

Reaction notes

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