Cycloheptanone → 2-Cyclohexyl-3-oxo-3-(2-oxo-cycloheptyl)-propionic acid ethyl ester

HRID 889384Notes

Reaction equation

HRID 889384 reaction equation
[CH2:1]([O:3][C:4](=[O:23])[CH:5]([CH:17]1[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]1)[C:6](N1C2C=CC=CC=2N=N1)=[O:7])[CH3:2].[Li+].CC([N-]C(C)C)C.[C:32]1(=[O:39])[CH2:38][CH2:37][CH2:36][CH2:35][CH2:34][CH2:33]1>C1COCC1>[CH2:1]([O:3][C:4](=[O:23])[CH:5]([CH:17]1[CH2:18][CH2:19][CH2:20][CH2:21][CH2:22]1)[C:6](=[O:7])[CH:33]1[CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][C:32]1=[O:39])[CH3:2]

Participants

5

Reactant 3

HCID 10400CycloheptanoneHCID 2724682Lithium diisopropylamideHCID 3722282ethyl 3-(1H-benzotriazol-1-yl)-2-cyclohexyl-3-oxopropanoate

Product 1

HCID 673872822-Cyclohexyl-3-oxo-3-(2-oxo-cycloheptyl)-propionic acid ethyl ester

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

In analogy to the procedure described in example 1.2, 3-benzotriazol-1-yl-2-cyclohexyl-3-oxo-propionic acid ethyl ester (example 1.1) was treated with LDA and subsequently reacted with cycloheptanone (CAS Reg. No. 502-42-1) in THF to give the title compound as yellow oil.

Sources & evidence

ORD record
ord-e5be39b2cdf44ea685b733e08a53a538
Source dataset
uspto-grants-2012_08
Patent number
US08252826B2

Reaction notes

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