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| | (4-Hydroxymethyl-benzyl)-carbamic acid tert-butyl ester Basic information |
| | (4-Hydroxymethyl-benzyl)-carbamic acid tert-butyl ester Chemical Properties |
| Melting point | 98 °C | | Boiling point | 397.2±30.0 °C(Predicted) | | density | 1.106±0.06 g/cm3(Predicted) | | storage temp. | 2-8°C | | form | solid | | pka | 12.19±0.46(Predicted) | | color | White |
| Hazard Codes | Xi | | Hazard Note | Irritant | | HS Code | 2906290090 |
| | (4-Hydroxymethyl-benzyl)-carbamic acid tert-butyl ester Usage And Synthesis |
| Synthesis | GENERAL STEPS: A mixture of 4-(aminomethyl)benzenemethanol (1 g, 7.29 mmol) and di-tert-butyl dicarbonate (1.59 g, 7.29 mmol) in dichloromethane (30 mL) was reacted at room temperature with stirring overnight. Upon completion of the reaction, the reaction mixture was concentrated under reduced pressure to remove the solvent. The crude product was purified by silica gel column chromatography with the eluent being a solvent mixture of dichloromethane and ethyl acetate (1:1, v/v) to afford tert-butyl 4-(hydroxymethyl)benzylcarbamate (0.8 g, 2.28 mmol, 31% yield) as a white solid. The product was characterized by 1H NMR (400 MHz, DMSO-d6): δ 7.37 (s, 1H), 7.22 (dd, J = 27.8, 8.0 Hz, 4H), 5.13 (t, J = 5.7 Hz, 1H), 4.46 (d, J = 5.7 Hz, 2H), 4.10 (d, J = 6.1 Hz, 2H), 1.36 (s, 9H ). | | References | [1] Patent: WO2006/12135, 2006, A1. Location in patent: Page/Page column 49-51
[2] Patent: US2006/293379, 2006, A1. Location in patent: Page/Page column 63
[3] Angewandte Chemie - International Edition, 2012, vol. 51, # 4, p. 941 - 944
[4] Chemical Communications, 2010, vol. 46, # 7, p. 1073 - 1075
[5] Journal of Medicinal Chemistry, 2009, vol. 52, # 1, p. 33 - 47 |
| | (4-Hydroxymethyl-benzyl)-carbamic acid tert-butyl ester Preparation Products And Raw materials |
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