Ethyl 3-(N,N-dimethylamino)acrylate → HCID 69594764, compound

HRID 1243854Notes

Reaction equation

Cl.[O:2]=[C:3]1[CH:8]=[CH:7][C:6]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[CH2:5][CH:4]1[NH2:21].CN(C)[CH:24]=[CH:25][C:26]([O:28][CH2:29][CH3:30])=[O:27]>CO>[O:2]=[C:3]1[CH:8]=[CH:7][C:6]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH2:5][CH:4]1[NH:21][CH:24]=[CH:25][C:26]([O:28][CH2:29][CH3:30])=[O:27]

Participants

Conditions

Temperature: 0 °C

Procedure

0.27 g of 2-oxo-5,5-diphenylcyclohex-3-enylamine hydrochloride is dissolved in 3 cm3 of methanol and the solution is cooled to a temperature in the region of 0° C. 0.14 cm3 of ethyl 3-dimethylaminoacrylate is added to the preceding solution and the mixture is stirred for about 60 hours at a temperature in the region of 20° C. The reaction mixture is then concentrated to dryness under reduced pressure (13 kPa) and the residue is taken up in 12 cm3 of tetrahydrofuran. 0.3 g of ethyl 3-(2-oxo-5,5-diphenylcyclohex-3-enylamino)acrylate is obtained in the form of an orange-coloured oil, which is used without further modification in subsequent syntheses and the characteristics of which are as follows:

Workup

concentrationThe reaction mixture is then concentrated to dryness under reduced pressure (13 kPa)

Sources & evidence

ORD record: ord-d748d70cd9be41a8bcbdd529b2836b95
Source dataset: uspto-grants-2006_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07119115B2

Reaction notes

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