No renderable structure data available
CNCC(=O)OCC1=CC=CC=C1Chemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | benzyl 2-(methylamino)acetate |
|---|---|
| IUPAC Name | — |
| CAS Number | 54384-05-3 |
| Database ID | 7019103 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
benzyl 2-(methylamino)acetate (CAS 54384-05-3) product identity, structure identifiers and related reaction data for chemical intermediate research and sourcing review.
Potential Applications
For professional research and industrial use only
Database ID 7019103
Safety Notice
For professional research and industrial use only. Review the supplier safety data sheet before handling.
Synthesis data
10 reactions · 10 references
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-d3b0316260be4569bd738f32cbfc27bdConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of sarcosine benzyl ester (3.0 g, 30.7 mmol) and succinic anhydride (5.5 g, 30.7 mmol) in toluene (75 mL) was heated to reflux for 3 h, cooled, filtered, and the filtrate was concentrated. The residue was taken up in 5% aqueous sodium carbonate and extracted with ethyl acetate. The aqueous phase was adjusted to pH 3 with concentrated hydrochloric using Congo Red paper and extracted with ethyl acetate. The organic phase was washed with water, dried (magnesium sulfate) and concentrated to yield the title compound (7.4 g, 67.5%): TLC Rf 0.48 (silica, 9:1:1 dichloromethane:methanol:formic acid). was heated to reflux for 3 h cooled filtered the filtrate was concentrated extracted with ethyl acetate with concentrated hydrochloric extracted with ethyl acetate The organic phase was washed with water dried (magnesium sulfate) concentrated
Source ID: ord-0ea382043e6642be93dc1fb60719a963Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-d3b0316260be4569bd738f32cbfc27bdConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of sarcosine benzyl ester (3.0 g, 30.7 mmol) and succinic anhydride (5.5 g, 30.7 mmol) in toluene (75 mL) was heated to reflux for 3 h, cooled, filtered, and the filtrate was concentrated. The residue was taken up in 5% aqueous sodium carbonate and extracted with ethyl acetate. The aqueous phase was adjusted to pH 3 with concentrated hydrochloric using Congo Red paper and extracted with ethyl acetate. The organic phase was washed with water, dried (magnesium sulfate) and concentrated to yield the title compound (7.4 g, 67.5%): TLC Rf 0.48 (silica, 9:1:1 dichloromethane:methanol:formic acid). was heated to reflux for 3 h cooled filtered the filtrate was concentrated extracted with ethyl acetate with concentrated hydrochloric extracted with ethyl acetate The organic phase was washed with water dried (magnesium sulfate) concentrated
Source ID: ord-0ea382043e6642be93dc1fb60719a963Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of sarcosine benzyl ester (3.0 g, 30.7 mmol) and succinic anhydride (5.5 g, 30.7 mmol) in toluene (75 mL) was heated to reflux for 3 h, cooled, filtered, and the filtrate was concentrated. The residue was taken up in 5% aqueous sodium carbonate and extracted with ethyl acetate. The aqueous phase was adjusted to pH 3 with concentrated hydrochloric using Congo Red paper and extracted with ethyl acetate. The organic phase was washed with water, dried (magnesium sulfate) and concentrated to yield the title compound (7.4 g, 67.5%): TLC Rf 0.48 (silica, 9:1:1 dichloromethane:methanol:formic acid). was heated to reflux for 3 h cooled filtered the filtrate was concentrated extracted with ethyl acetate with concentrated hydrochloric extracted with ethyl acetate The organic phase was washed with water dried (magnesium sulfate) concentrated
Source ID: ord-0ea382043e6642be93dc1fb60719a963Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of sarcosine benzyl ester (3.0 g, 30.7 mmol) and succinic anhydride (5.5 g, 30.7 mmol) in toluene (75 mL) was heated to reflux for 3 h, cooled, filtered, and the filtrate was concentrated. The residue was taken up in 5% aqueous sodium carbonate and extracted with ethyl acetate. The aqueous phase was adjusted to pH 3 with concentrated hydrochloric using Congo Red paper and extracted with ethyl acetate. The organic phase was washed with water, dried (magnesium sulfate) and concentrated to yield the title compound (7.4 g, 67.5%): TLC Rf 0.48 (silica, 9:1:1 dichloromethane:methanol:formic acid). was heated to reflux for 3 h cooled filtered the filtrate was concentrated extracted with ethyl acetate with concentrated hydrochloric extracted with ethyl acetate The organic phase was washed with water dried (magnesium sulfate) concentrated
Source ID: ord-ccae603003f14fca9668b5a8da6d0d4dConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of sarcosine benzyl ester (3.0 g, 30.7 mmol) and succinic anhydride (5.5 g, 30.7 mmol) in toluene (75 mL) was heated to reflux for 3 h, cooled, filtered, and the filtrate was concentrated. The residue was taken up in 5% aqueous sodium carbonate and extracted with ethyl acetate. The aqueous phase was adjusted to pH 3 with concentrated hydrochloric using Congo Red paper and extracted with ethyl acetate. The organic phase was washed with water, dried (magnesium sulfate) and concentrated to yield the title compound (7.4 g, 67.5%): TLC Rf 0.48 (silica, 9:1:1 dichloromethane:methanol:formic acid). was heated to reflux for 3 h cooled filtered the filtrate was concentrated extracted with ethyl acetate with concentrated hydrochloric extracted with ethyl acetate The organic phase was washed with water dried (magnesium sulfate) concentrated
Source ID: ord-ccae603003f14fca9668b5a8da6d0d4dConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Ac-Gly-OH a (4.10 g, 35.0 mmol), Sar-OBzl.PTSA b (11.71 g, 33.3 mmol), triethylamine (5.58 mL, 40.0 mmol), HOBt (1.35 g, 10 mmol) and DCC (8.25 g, 40.0 mmol) were stirred in 200 mL THF overnight. The mixture was filtered to discard DCU and removed THF in vacuum. The concentrated residue was dissolved in 100 mL ethyl acetate and washed with 100 mL 10% citric acid(aq) twice, 100 mL 5% NaHCO3(aq) twice and 100 mL brine twice, dried over MgSO4, and evaporated in vacuum to get about 9 g light yellow oily Ac-Gly-Sar-OBzl c. The mixture was filtered removed THF in vacuum The concentrated residue was dissolved in 100 mL ethyl acetate washed with 100 mL 10% citric acid(aq) twice 100 mL 5% NaHCO3(aq) twice and 100 mL brine twice, dried over MgSO4 evaporated in vacuum
Source ID: ord-9456afc046e5498fa2a63a0f51eb0d90Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of sarcosine benzyl ester (3.0 g, 30.7 mmol) and succinic anhydride (5.5 g, 30.7 mmol) in toluene (75 mL) was heated to reflux for 3 h, cooled, filtered, and the filtrate was concentrated. The residue was taken up in 5% aqueous sodium carbonate and extracted with ethyl acetate. The aqueous phase was adjusted to pH 3 with concentrated hydrochloric using Congo Red paper and extracted with ethyl acetate. The organic phase was washed with water, dried (magnesium sulfate) and concentrated to yield the title compound (7.4 g, 67.5%): TLC Rf 0.48 (silica, 9:1:1 dichloromethane:methanol:formic acid). was heated to reflux for 3 h cooled filtered the filtrate was concentrated extracted with ethyl acetate with concentrated hydrochloric extracted with ethyl acetate The organic phase was washed with water dried (magnesium sulfate) concentrated
Source ID: ord-0ea382043e6642be93dc1fb60719a963Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of sarcosine benzyl ester (3.0 g, 30.7 mmol) and succinic anhydride (5.5 g, 30.7 mmol) in toluene (75 mL) was heated to reflux for 3 h, cooled, filtered, and the filtrate was concentrated. The residue was taken up in 5% aqueous sodium carbonate and extracted with ethyl acetate. The aqueous phase was adjusted to pH 3 with concentrated hydrochloric using Congo Red paper and extracted with ethyl acetate. The organic phase was washed with water, dried (magnesium sulfate) and concentrated to yield the title compound (7.4 g, 67.5%): TLC Rf 0.48 (silica, 9:1:1 dichloromethane:methanol:formic acid). was heated to reflux for 3 h cooled filtered the filtrate was concentrated extracted with ethyl acetate with concentrated hydrochloric extracted with ethyl acetate The organic phase was washed with water dried (magnesium sulfate) concentrated
Source ID: ord-ccae603003f14fca9668b5a8da6d0d4dPubChem References
These sources are listed in the compound's public database record.
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