Reaction #4155345
Related Literature (1)
openreactiondata ↗doi:10.1039/C8SC04228D
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-17b051b36aca43759dbc8057c1279bf7No renderable structure data available
CCOC(=O)NC1=CC=C(C=C1)OChemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | ethyl N-(4-hydroxyphenyl)carbamate |
|---|---|
| IUPAC Name | — |
| CAS Number | 7159-95-7 |
| Database ID | 602288 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
ethyl N-(4-hydroxyphenyl)carbamate (CAS 7159-95-7) 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 602288
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-17b051b36aca43759dbc8057c1279bf7Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-84c64e5bd3b24afc99878e87023ad595Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-17b051b36aca43759dbc8057c1279bf7Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 20 g of 4-aminophenol (Mw=109.13; 0.18324 mol) are suspended in 200 cm3 of anhydrous dichloromethane, under an inert atmosphere. The suspension is cooled to a temperature of 0° C. in a bath of ice and 16.4 cm3 of anhydrous pyridine (Mw=79.10; d=0.981; 0.2034 mol) are then added. 17.6 cm3 of ethyl chloroformate (Mw=108.53; d=1.13; 0.18324 mol) are then added dropwise so as to keep the mixture at a temperature below 10° C. The reaction mixture is kept stirring for two hours. The mixture is poured onto one liter of ice-cold water and then extracted with ethyl acetate. The organic phase is washed with water and then dried, filtered and evaporated under vacuum. After recrystallization from a heptane/ethyl acetate mixture, 21 g of a white powder are obtained, which corresponds to a yield of 63%. The melting point of the product obtained is 127.2° C. The H NMR spectrum and the elemental analysis are in accordance with the expected product. are then added at a temperature below 10° C extracted with ethyl acetate The organic phase is washed with water dried filtered evaporated under vacuum After recrystallization from a heptane/ethyl acetate mixture, 21 g of a white powder are obtained The melting point of the product obtained is 127.2° C
Source ID: ord-d502408c7d244ed88c70e94eaa82836dConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: p-aminophenol 33.36 g (0.3 mole) and 12 g NaOH were dissolved in 120 ml water and cooled to ice salt bath temperature. To the stirring solution, 24 ml ethylchloroformate were slowly added. A white precipitate was found. One gram sodium dithionite was added and mixed. The solid was filtered by suction and washed with cold water (50 ml). Recrystallization from hot water gave a crystalline powder, 48.3 g (89%), MP 120°-123°. cooled to ice salt bath temperature mixed The solid was filtered by suction washed with cold water (50 ml) Recrystallization from hot water gave a crystalline powder, 48.3 g (89%), MP 120°-123°
Source ID: ord-5f15a18293664558970e03a624f3cec7Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-84c64e5bd3b24afc99878e87023ad595Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: p-aminophenol 33.36 g (0.3 mole) and 12 g NaOH were dissolved in 120 ml water and cooled to ice salt bath temperature. To the stirring solution, 24 ml ethylchloroformate were slowly added. A white precipitate was found. One gram sodium dithionite was added and mixed. The solid was filtered by suction and washed with cold water (50 ml). Recrystallization from hot water gave a crystalline powder, 48.3 g (89%), MP 120°-123°. cooled to ice salt bath temperature mixed The solid was filtered by suction washed with cold water (50 ml) Recrystallization from hot water gave a crystalline powder, 48.3 g (89%), MP 120°-123°
Source ID: ord-6649b85c5e514d73833e96c69d40f29fConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: p-aminophenol 33.36 g (0.3 mole) and 12 g NaOH were dissolved in 120 ml water and cooled to ice salt bath temperature. To the stirring solution, 24 ml ethylchloroformate were slowly added. A white precipitate was found. One gram sodium dithionite was added and mixed. The solid was filtered by suction and washed with cold water (50 ml). Recrystallization from hot water gave a crystalline powder, 48.3 g (89%), MP 120°-123°. cooled to ice salt bath temperature mixed The solid was filtered by suction washed with cold water (50 ml) Recrystallization from hot water gave a crystalline powder, 48.3 g (89%), MP 120°-123°
Source ID: ord-6649b85c5e514d73833e96c69d40f29fConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: p-aminophenol 33.36 g (0.3 mole) and 12 g NaOH were dissolved in 120 ml water and cooled to ice salt bath temperature. To the stirring solution, 24 ml ethylchloroformate were slowly added. A white precipitate was found. One gram sodium dithionite was added and mixed. The solid was filtered by suction and washed with cold water (50 ml). Recrystallization from hot water gave a crystalline powder, 48.3 g (89%), MP 120°-123°. cooled to ice salt bath temperature mixed The solid was filtered by suction washed with cold water (50 ml) Recrystallization from hot water gave a crystalline powder, 48.3 g (89%), MP 120°-123°
Source ID: ord-9c8be16579e44df7a80ecc209edf1a82Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: p-aminophenol 33.36 g (0.3 mole) and 12 g NaOH were dissolved in 120 ml water and cooled to ice salt bath temperature. To the stirring solution, 24 ml ethylchloroformate were slowly added. A white precipitate was found. One gram sodium dithionite was added and mixed. The solid was filtered by suction and washed with cold water (50 ml). Recrystallization from hot water gave a crystalline powder, 48.3 g (89%), MP 120°-123°. cooled to ice salt bath temperature mixed The solid was filtered by suction washed with cold water (50 ml) Recrystallization from hot water gave a crystalline powder, 48.3 g (89%), MP 120°-123°
Source ID: ord-9c8be16579e44df7a80ecc209edf1a82Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: p-aminophenol 33.36 g (0.3 mole) and 12 g NaOH were dissolved in 120 ml water and cooled to ice salt bath temperature. To the stirring solution, 24 ml ethylchloroformate were slowly added. A white precipitate was found. One gram sodium dithionite was added and mixed. The solid was filtered by suction and washed with cold water (50 ml). Recrystallization from hot water gave a crystalline powder, 48.3 g (89%), MP 120°-123°. cooled to ice salt bath temperature mixed The solid was filtered by suction washed with cold water (50 ml) Recrystallization from hot water gave a crystalline powder, 48.3 g (89%), MP 120°-123°
Source ID: ord-9c8be16579e44df7a80ecc209edf1a82Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 20 g of 4-aminophenol (Mw=109.13; 0.18324 mol) are suspended in 200 cm3 of anhydrous dichloromethane, under an inert atmosphere. The suspension is cooled to a temperature of 0° C. in a bath of ice and 16.4 cm3 of anhydrous pyridine (Mw=79.10; d=0.981; 0.2034 mol) are then added. 17.6 cm3 of ethyl chloroformate (Mw=108.53; d=1.13; 0.18324 mol) are then added dropwise so as to keep the mixture at a temperature below 10° C. The reaction mixture is kept stirring for two hours. The mixture is poured onto one litre of ice-cold water and then extracted with ethyl acetate. The organic phase is washed with water and then dried, filtered and evaporated under vacuum. After recrystallization from a heptane/ethyl acetate mixture, 21 g of a white powder are obtained, which corresponds to a yield of 63%. The melting point of the product obtained is 127.2° C. The 1H NMR spectrum and the elemental analysis are in accordance with the expected product. are then added at a temperature below 10° C extracted with ethyl acetate The organic phase is washed with water dried filtered evaporated under vacuum After recrystallization from a heptane/ethyl acetate mixture, 21 g of a white powder are obtained The melting point of the product obtained is 127.2° C
Source ID: ord-a0e8deff1dd34a2c87c6b75545d973ffPubChem References
These sources are listed in the compound's public database record.
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