1,2-Dichloroethane → 53905-12-7

HRID 1398725Notes

Reaction equation

HRID 1398725 reaction equation
[OH:1][C:2]1[CH:12]=[CH:11][C:5]([CH:6]=[CH:7][C:8]([OH:10])=O)=[CH:4][CH:3]=1.Cl.[NH2:14][CH2:15][CH2:16][C:17]1[C:25]2[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=2)[NH:19][CH:18]=1.C(Cl)CCl.C(OCC)(=O)C>CCCCCC>[NH:19]1[C:20]2[C:25](=[CH:24][CH:23]=[CH:22][CH:21]=2)[C:17]([CH2:16][CH2:15][NH:14][C:8](=[O:10])/[CH:7]=[CH:6]/[C:5]2[CH:4]=[CH:3][C:2]([OH:1])=[CH:12][CH:11]=2)=[CH:18]1

Participants

6

Reactant 4

HCID 111,2-DichloroethaneHCID 3224-Coumaric acidHCID 8857Ethyl AcetateHCID 67652Tryptamine hydrochloride

Product 1

HCID 545887853905-12-7

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent

Procedure

(E)-N-(2-(1H-indol-3-yl)ethyl)-3-(4-hydroxyphenyl) acrylamide (2e) was synthesized by the condensation of 4-hydroxy cinnamic acid (150 mg, 0.914 mmol) and tryptamine hydrochloride (215 mg, 1.09 mmol) using standard EDC coupling method. 2e was isolated as yellowish solid (178 mg, 64%) by elution with 45% ethyl acetate in hexane. Rf: 0.593 (80% ethyl acetate in hexane); mp: 135-138° C.;

Sources & evidence

ORD record
ord-0524926c715c4b5199a05a759f2d58f7
Source dataset
uspto-grants-2014_12
Patent number
US08901317B2

Reaction notes

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