| Identification | Back Directory | [Name]
(3-FORMYL-PHENYL)-CARBAMIC ACID TERT-BUTYL ESTER | [CAS]
176980-36-2 | [Synonyms]
3-(BOC-AMino)benzaldehyde
tert-butyl 3-formylphenylcarbamate
tert-butylN-(3-formylphenyl)carbamate
3-(tert-Butoxycarbonylamino)benzaldehyde
(3-FORMYL-PHENYL)-CARBAMIC ACID TERT-BUTYL ESTER
Carbamic acid, N-(3-formylphenyl)-, 1,1-dimethylethyl ester | [Molecular Formula]
C12H15NO3 | [MDL Number]
MFCD06660380 | [MOL File]
176980-36-2.mol | [Molecular Weight]
221.25 |
| Chemical Properties | Back Directory | [Melting point ]
88℃ | [Boiling point ]
291℃ | [density ]
1.163 | [Fp ]
130℃ | [storage temp. ]
under inert gas (nitrogen or Argon) at 2-8°C | [form ]
solid | [pka]
13.50±0.70(Predicted) | [color ]
Beige | [InChI]
1S/C12H15NO3/c1-12(2,3)16-11(15)13-10-6-4-5-9(7-10)8-14/h4-8H,1-3H3,(H,13,15) | [InChIKey]
JEUBPGIHGQWLAJ-UHFFFAOYSA-N | [SMILES]
O=CC1=CC(NC(OC(C)(C)C)=O)=CC=C1 |
| Hazard Information | Back Directory | [Synthesis]
General procedure for the synthesis of tert-butyl (3-formylphenyl)-carbamate from tert-butyl (3-(hydroxymethyl)phenyl)carbamate: activated manganese dioxide (7.8 g, 90 mmol) was added to a solution of dichloromethane (50 mL) containing 3-(tert-butoxycarbonylamino)-benzyl alcohol (2.0 g, 9.0 mmol). The resulting suspension was stirred and reacted at room temperature for 16 hours. Upon completion of the reaction, the mixture was filtered through a diatomaceous earth pad and the filtrate was concentrated under reduced pressure to give 1.7 g (85% yield) of the target product. The product was characterized by 1H NMR (400 MHz, CDCl3): δ 9.97 (s, 1H), 7.92 (t, J = 1.8 Hz, 1H), 7.63 (dd, J = 8.0,1.1 Hz, 1H), 7.55 (ddd, J = 7.6,1.4,1.1 Hz, 1H), 7.44 (t, J = 7.6 Hz, 1H), and 1.53 (s, 9H). | [References]
[1] Chemistry - A European Journal, 2016, vol. 22, # 26, p. 8814 - 8822
[2] Angewandte Chemie - International Edition, 2017, vol. 56, # 49, p. 15746 - 15750
[3] Angew. Chem., 2017, vol. 129, p. 15952 - 15957,6
[4] Patent: WO2018/114965, 2018, A1. Location in patent: Page/Page column 27
[5] Chemistry of Materials, 2011, vol. 23, # 21, p. 4844 - 4856 |
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