Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | [4-(2-Hydroxyethoxy)-2-methoxybenzyl]carbamic acid tert-butyl ester | HCID 68452888 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | HCID 68453948 | HCID 68453948 | 9.3% |
Reaction Steps
The above [4-(2-hydroxy-ethoxy)-2-methoxy-benzyl]-carbamic acid tert-butyl ester (10.3 mg, 0.35 mmol) is treated with 37% aq. HCl (0.1 mL) and acetic acid (1 mL) for 1.5 h at rt. The solvents are removed by lyophilisation. The residue is dissolved in 2 N aq. NaOH (1 mL) and ethanol (0.25 mL) and heated to 80° C. for 1 h. The mixture is cooled to rt and extracted twice with EA. The organic extracts are combined, dried over Na2SO4, filtered and evaporated to give 2-(4-aminomethyl-3-methoxy-phenoxy)-ethanol (6.4 mg) as a beige oil. LC-MS: tR=0.58 min, [M+1]+=198.11.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07750040B2 |
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| Source dataset | uspto-grants-2010_07 |
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| ORD ID | ord-6748cbd9a166448881ce1776001f35f6 |
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| Source note | uspto-grants-2010_07 |
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