HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1991047Generated: October 27, 2026
Di-tert-butyl dicarbonate → (E)-3-(2-tert-Butoxycarbonylamino-4-chlorophenyl)-acrylic acid methyl ester
https://huagongshe.com/reaction/1991047
Participants
| Role | Name | HCID | Charge |
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| Reactant | Di-tert-butyl dicarbonate | HCID 90495 | — |
| Reactant | Methyl (2E)-3-(2-amino-4-chlorophenyl)-2-propenoate | HCID 14925557 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (E)-3-(2-tert-Butoxycarbonylamino-4-chlorophenyl)-acrylic acid methyl ester | HCID 59128617 | — |
Reaction Steps
(E)-3-(2-Amino-4-chlorophenyl)-acrylic acid methyl ester (Carling, Robert W.; et al. J. Med. Chem. (1993), 36(22), 3397-408) (3.3 g, 15.6 mmol) in THF (63 ml) was combined with (BOC)2O (6.8 g, 31.2 mmol) and refluxed for 4 hours. THF was evaporated and a second portion of (BOC)2O added (6.8 g, 31.2 mmol). The mixture was heated to 100° C. for 18 hours. Recrystallisation from TBME/hexanes rendered the title compound as colorless crystals (4.6 g; 94%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07645760B2 |
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| Source dataset | uspto-grants-2010_01 |
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| ORD ID | ord-f2075763a3fe4051a2fd5f836228801f |
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| Source note | uspto-grants-2010_01 |
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