Ethyl Acrylate → 3-(1,3,4,14b-tetrahydro-2H-dibenzo[b,f]pyrazino[1,2-d][1,4]thiazepin-2-yl)propionic acid ethyl ester

HRID 635169Notes

Reaction equation

HRID 635169 reaction equation
[CH2:1]1[CH:11]2[N:5]([C:6]3[CH:19]=[CH:18][CH:17]=[CH:16][C:7]=3[S:8][C:9]3[CH:15]=[CH:14][CH:13]=[CH:12][C:10]=32)[CH2:4][CH2:3][NH:2]1.[C:20]([O:24][CH2:25][CH3:26])(=[O:23])[CH:21]=[CH2:22]>C(O)C>[CH2:25]([O:24][C:20](=[O:23])[CH2:21][CH2:22][N:2]1[CH2:3][CH2:4][N:5]2[C:6]3[CH:19]=[CH:18][CH:17]=[CH:16][C:7]=3[S:8][C:9]3[CH:15]=[CH:14][CH:13]=[CH:12][C:10]=3[CH:11]2[CH2:1]1)[CH3:26]

Participants

4

Reactant 2

HCID 8821Ethyl AcrylateHCID 118216231,3,4,14b-tetrahydro-2H-dibenzo[b,f]pyrazino[1,2-d][1,4]thiazepine

Product 1

HCID 111221753-(1,3,4,14b-tetrahydro-2H-dibenzo[b,f]pyrazino[1,2-d][1,4]thiazepin-2-yl)propionic acid ethyl ester

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 1,3,4,14b-tetrahydro-2H-dibenzo[b,f]pyrazino[1,2-d][1,4]thiazepine (1.5 g, 5.6 mmol), ethyl acrylate (0.61 g, 6.1 mmol) and ethanol (40 ml) was heated at reflux temperature for 5 minutes and then left to stand for 24 h at room temperature, affording crude 3-(1,3,4,14b-tetrahydro-2H-dibenzo[b,f]pyrazino[1,2-d][1,4]thiazepin-2-yl)propionic acid ethyl ester.

Workup

  1. temperaturewas heated
  2. temperatureat reflux temperature for 5 minutes
  3. waitleft

Sources & evidence

ORD record
ord-5bfa7cf99ca246b899a57b2424764c52
Source dataset
uspto-grants-2001_02
Patent number
US06187770B1

Reaction notes

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