No renderable structure data available
CC(C)(C)OC(=O)NCC1=C(C=CC(=C1)Cl)OChemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | tert-butyl N-[(5-chloro-2-hydroxyphenyl)methyl]carbamate |
|---|---|
| IUPAC Name | — |
| CAS Number | 195517-88-5 |
| Database ID | 11311441 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
tert-butyl N-[(5-chloro-2-hydroxyphenyl)methyl]carbamate (CAS 195517-88-5) 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 11311441
Safety Notice
For professional research and industrial use only. Review the supplier safety data sheet before handling.
Synthesis data
12 reactions · 12 references
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-4608563ef0ed4d69a55075c94821e7a6Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of N-t-butoxycarbonyl-2-hydroxy-5-chloro-benzylamine (730 mg, 2.83 mmol), Cs2CO3 (923 mg, 2.83 mmol) and ethylbromoacetate (0.314 ml, 2.83 mmol) in DMF (5 ml) was stirred for 2 h. The crude reaction mixture was partitioned between ethyl acetate and water and the organic layer was washed with brine, dried (Na2SO4) and evaporated in vacuo to an oil which was used for the next step. The crude reaction mixture was partitioned between ethyl acetate and water the organic layer was washed with brine dried (Na2SO4) evaporated in vacuo to an oil which
Source ID: ord-b03b1025afdf460a9042e23223557a4cConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of 2-hydroxy-5-chlorobenzylamine (1.22 g, 4.77 mmol assuming the bisulfate salt), (BOC)2O (1.56 g, 7.16 mmol) and N-methylmorpholine (1.05 ml, 9.54 mmol) in DMF (10 ml) was stirred for 5 h at r.t. The reaction was partitioned between water and ethyl acetate and the organic layer was washed with 5% KHSO4 solution (2 times), sodium hydrogen carbonate solution and brine, dried (Na2SO4) and evaporated in vacuo to a solid. The crude product was recrystallized from ethyl acetate/hexanes (1:5, 12 ml) to give the title compound: The reaction was partitioned between water and ethyl acetate the organic layer was washed with 5% KHSO4 solution (2 times), sodium hydrogen carbonate solution and brine dried (Na2SO4) evaporated in vacuo to a solid The crude product was recrystallized from ethyl acetate/hexanes (1:5, 12 ml)
Source ID: ord-e96e2b07aa7f44d18e061ff6a4f9d04fConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of N-t-butoxycarbonyl-2-hydroxy-5-chlorobenzylamine (730 mg, 2.83 mmol), Cs2CO3 (923 mg, 2.83 mmol) and ethylbromoacetate (0.314 ml, 2.83 mmol) in DMF (5 ml) was stirred for 2 h. The crude reaction mixture was partitioned between ethyl acetate and water and the organic layer was washed with brine, dried (Na2SO4) and evaporated in vacuo to an oil which was used for the next step. The crude reaction mixture was partitioned between ethyl acetate and water the organic layer was washed with brine dried (Na2SO4) evaporated in vacuo to an oil which
Source ID: ord-b95815e639a24d64816a643ab534f762Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of N-t-butoxycarbonyl-2-hydroxy-5-chlorobenzylamine (730 mg, 2.83 mmol), Cs2CO3 (923 mg, 2.83 mmol) and ethylbromoacetate (0.314 ml, 2.83 mmol) in DMF (5 ml) was stirred for 2 h. The crude reaction mixture was partitioned between ethyl acetate and water and the organic layer was washed with brine, dried (Na2SO4) and evaporated in vacuo to an oil which was used for the next step. The crude reaction mixture was partitioned between ethyl acetate and water the organic layer was washed with brine dried (Na2SO4) evaporated in vacuo to an oil which
Source ID: ord-b95815e639a24d64816a643ab534f762Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of 2-hydroxy-5-chlorobenzylamine (1.22 g, 4.77 mmol assuming the bisulfate salt), (BOC)2O (1.56 g, 7.16 mmol) and N-methylmorpholine (1.05 ml, 9.54 mmol) in DMF (10 ml) was stirred for 5 h at r.t. The reaction was partitioned between water and ethyl acetate and the organic layer was washed with 5% KHSO4 solution (2 times), sodium hydrogen carbonate solution and brine, dried (Na2SO4) and evaporated in vacuo to a solid. The crude product was recrystallized from ethyl acetate/hexanes (1:5, 12 ml) to give the title compound: The reaction was partitioned between water and ethyl acetate the organic layer was washed with 5% KHSO4 solution (2 times), sodium hydrogen carbonate solution and brine dried (Na2SO4) evaporated in vacuo to a solid The crude product was recrystallized from ethyl acetate/hexanes (1:5, 12 ml)
Source ID: ord-cc51bd14ae5b44c990124325d7020742Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of N-t-butoxycarbonyl-2-hydroxy-5-chlorobenzylamine (730 mg, 2.83 mmol), Cs2CO3 (923 mg, 2.83 mmol) and ethylbromoacetate (0.314 ml, 2.83 mmol) on DMF (5 ml) was stirred for 2 h. The crude reaction mixture was partitioned between ethyl acetate and water and the organic layer was washed with brine, dried (Na2SO4) and evaporated in vacuo to an oil which was used for the next step. The crude reaction mixture was partitioned between ethyl acetate and water the organic layer was washed with brine dried (Na2SO4) evaporated in vacuo to an oil which
Source ID: ord-7d216abf88ae44748a4dfdfa38346d78Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of 2-hydroxy-5-chlorobenzylamine (1.22 g, 4.77 mmol assuming the bisulfate salt), (BOC)2O (1.56 g, 7.16 mmol) and N-methylmorpholine (1.05 ml, 9.54 mmol) in DMF (10 ml) was stirred for 5 h at r.t. The reaction was partitioned between water and ethyl acetate and the organic layer was washed with 5% KHSO4 solution (2 times), sodium hydrogen carbonate solution and brine, dried (Na2SO4) and evaporated in vacuo to a solid. The crude product was recrystallized from ethyl acetate/hexanes (1:5, 12 ml) to give the title compound: The reaction was partitioned between water and ethyl acetate the organic layer was washed with 5% KHSO4 solution (2 times), sodium hydrogen carbonate solution and brine dried (Na2SO4) evaporated in vacuo to a solid The crude product was recrystallized from ethyl acetate/hexanes (1:5, 12 ml)
Source ID: ord-3abf86d272794b9ba786beb23e85acddConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of N-t-butoxycarbonyl-2-hydroxy-5-chloro-benzylamine (730 mg, 2.83 mmol), Cs2CO3 (923 mg, 2.83 mmol) and ethylbromoacetate (0.314 ml, 2.83 mmol) in DMF (5 ml) was stirred for 2 h. The crude reaction mixture was partitioned between ethyl acetate and water and the organic layer was washed with brine, dried (Na2SO4) and evaporated in vacuo to an oil which was used for the next step. The crude reaction mixture was partitioned between ethyl acetate and water the organic layer was washed with brine dried (Na2SO4) evaporated in vacuo to an oil which
Source ID: ord-b03b1025afdf460a9042e23223557a4cConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of N-t-butoxycarbonyl-2-hydroxy-5-chloro-benzylamine (730 mg, 2.83 mmol), Cs2CO3 (923 mg, 2.83 mmol) and ethylbromoacetate (0.314 ml, 2.83 mmol) in DMF (5 ml) was stirred for 2 h. The crude reaction mixture was partitioned between ethyl acetate and water and the organic layer was washed with brine, dried (Na2SO4) and evaporated in vacuo to an oil which was used for the next step. The crude reaction mixture was partitioned between ethyl acetate and water the organic layer was washed with brine dried (Na2SO4) evaporated in vacuo to an oil which
Source ID: ord-b03b1025afdf460a9042e23223557a4cConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of 2-hydroxy-5-chlorobenzylamine (1.22 g, 4.77 mmol assuming the bisulfate salt), (BOC)2O (1.56 g, 7.16 mmol) and N-methylmorpholine (1.05 ml, 9.54 mmol) in DMF (10 ml) was stirred for 5 h at r.t. The reaction was partitioned between water and ethyl acetate and the organic layer was washed with 5% KHSO4 solution (2 times), sodium hydrogen carbonate solution and brine, dried (Na2SO4) and evaporated in vacuo to a solid. The crude product was recrystallized from ethyl acetate/hexanes (1:5, 12 ml) to give the title compound: The reaction was partitioned between water and ethyl acetate the organic layer was washed with 5% KHSO4 solution (2 times), sodium hydrogen carbonate solution and brine dried (Na2SO4) evaporated in vacuo to a solid The crude product was recrystallized from ethyl acetate/hexanes (1:5, 12 ml)
Source ID: ord-e96e2b07aa7f44d18e061ff6a4f9d04fConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-4608563ef0ed4d69a55075c94821e7a6PubChem References
These sources are listed in the compound's public database record.
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