Ethyl formate → N-[(1R)-1-cyclohexyl-ethyl]-formamide

HRID 271837Notes

Reaction equation

HRID 271837 reaction equation
[CH:1](OCC)=[O:2].[CH:6]1([C@H:12]([NH2:14])[CH3:13])[CH2:11][CH2:10][CH2:9][CH2:8][CH2:7]1>>[CH:6]1([C@H:12]([NH:14][CH:1]=[O:2])[CH3:13])[CH2:11][CH2:10][CH2:9][CH2:8][CH2:7]1

Participants

3

Reactant 2

HCID 8025Ethyl formateHCID 10997046(-)-1-Cyclohexylethylamine

Product 1

HCID 59836339N-[(1R)-1-cyclohexyl-ethyl]-formamide

Procedure

Ethyl formate (1.2 mL, 15.0 mMol) was added to a round bottom flask containing (1R)-1-cyclohexyl-ethylamine Compound 17a (1.27 g, 10 mMol) at 0° C. and the mixture was stirred at r.t. for 15 hrs. Excess ethyl formate was removed in vacuo to obtain N-[(1R)-1-cyclohexyl-ethyl]-formamide Compound 17b (1.55 g) as a white solid, which was used in the next step without purification. MS m/z 156 (MH+).

Workup

  1. customExcess ethyl formate was removed in vacuo

Sources & evidence

ORD record
ord-4df372bb0cc749fb9e1c52b0791aa1da
Source dataset
uspto-grants-2008_11
Patent number
US07452997B2

Reaction notes

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