Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Chloroacetyl chloride | HCID 6577 | — |
| Reactant | (2R)-2-(Benzylamino)propan-1-ol | HCID 7353896 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 68455295 | HCID 68455295 | — |
Reaction Steps
(R)-2-(Benzylamino)propan-1-ol (16.58 g, 100 mmol) was dissolved in dichloromethane (125 mL) and TEA (18.1 mL, 130 mmol) before being cooled to −10° C. in a methanol/ice bath. Chloroacetic acid chloride (8.78 mL, 110 mmol) was added dropwise and the mixture was stirred for 1.5 h at −10° C. A small amount of water was then added to remove the amine. The reaction mixture was poured into a separatory funnel, washed 2×50 mL with dichloromethane, separated, organic layers dried over sodium sulfate, concentrated in vacuo, and purified by flash chromatography to give the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07759337B2 |
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| Source dataset | uspto-grants-2010_07 |
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| ORD ID | ord-b46a847f917d45a9a678cb63082929e2 |
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| Source note | uspto-grants-2010_07 |
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