Benzoyl chloride → Ethyl 3-Oxo-3-phenyl-2-(thiophen-2-yl)propanoate

HRID 1430599Notes

Reaction equation

HRID 1430599 reaction equation
[C:1](Cl)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[S:10]1[CH:14]=[CH:13][CH:12]=[C:11]1[CH2:15][C:16]([O:18][CH2:19][CH3:20])=[O:17]>>[O:8]=[C:1]([C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)[CH:15]([C:11]1[S:10][CH:14]=[CH:13][CH:12]=1)[C:16]([O:18][CH2:19][CH3:20])=[O:17]

Participants

3

Reactant 2

HCID 7412Benzoyl chlorideHCID 93657Ethyl 2-thienylacetate

Product 1

HCID 67422066Ethyl 3-Oxo-3-phenyl-2-(thiophen-2-yl)propanoate

Procedure

From benzoyl chloride and ethyl 2-(thiophene-2-yl)acetate, the title compound was prepared using a similar method to the one described in Example 1.14, Step A to give a clear oil. 1H NMR (400 M Hz, CDCl3) δ ppm 1.22 (t, J=7.07 Hz, 3H), 4.16-4.26 (m, 2H), 5.88 (s, 1H), 6.96-7.02 (m, 1H), 7.07 (d, J=3.03 Hz, 1H), 7.31 (dd, J=5.18, 1.14 Hz, 1H), 7.46 (t, J=7.71 Hz, 2H), 7.57 (t, J=7.33 Hz, 1H), 7.98-8.02 (m, 2H).

Workup

  1. customto give a clear oil

Sources & evidence

ORD record
ord-72068dd81efb4b0db3172620e36bd136
Source dataset
uspto-grants-2015_01
Patent number
US08940891B2

Reaction notes

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