Cyclobutanecarbonyl chloride → Ethyl 4-(cyclobutanecarbonyl)benzoate

HRID 1025800Notes

Reaction equation

HRID 1025800 reaction equation
[I-].[CH2:2]([O:4][C:5]([C:7]1[CH:12]=[CH:11][C:10]([Zn+])=[CH:9][CH:8]=1)=[O:6])[CH3:3].[CH:14]1([C:18](Cl)=[O:19])[CH2:17][CH2:16][CH2:15]1>>[CH:14]1([C:18]([C:10]2[CH:11]=[CH:12][C:7]([C:5]([O:4][CH2:2][CH3:3])=[O:6])=[CH:8][CH:9]=2)=[O:19])[CH2:17][CH2:16][CH2:15]1

Participants

3

Reactant 2

HCID 78705Cyclobutanecarbonyl chlorideHCID 178469116HCID 178469116, compound

Product 1

HCID 24724122Ethyl 4-(cyclobutanecarbonyl)benzoate

Procedure

Intermediate i-4a was prepared from 4-ethoxycarbonylphenyl zinc iodide and cyclobutanecarbonyl chloride following the above procedure as described for intermediate i-1a. 1HNMR (500 MHz, CDCl3): δ 8.13 (d, 2H, J=8.2 Hz), 7.96 (d, 2H, J=8.3 Hz), 4.43 (q, 2H, J=7.1 Hz), 4.04 (dt, 1H, J=6.9, 7.4 Hz), 2.44 (m, 2H), 2.34 (m, 2H), 2.14 (m, 1H), 1.96 (m, 1H), 1.43 (t, 3H, J=7.0 Hz).

Sources & evidence

ORD record
ord-5fa27a00a3834dcf9e9087be1fe8658f
Source dataset
uspto-grants-2014_05
Patent number
US08729104B2

Reaction notes

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