HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Chloro-4-fluorobenzaldehyde → HCID 69154961, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Chloro-4-fluorobenzaldehyde | HCID 145024 | — |
| Reactant | N-BOC-ethylenediamine | HCID 187201 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 69154961 | HCID 69154961 | — |
Reaction Steps
To a solution of 2-chloro-4-fluoro-benzaldehyde (742 mg, 4.68 mmol) in MeOH (16 mL), add N-(2-aminoethyl)carbamic acid tert-butyl ester (500 mg, 3.12 mmol) and stir at RT for 4 hours. Cool reaction to 0° C. and slowly add NaBH4 (1.42 g, 37.4 mmol). Allow reaction to slowly warm to RT and stir for 12 hours. Quench reaction with 1N NaOH (80 mL) and extract with CH2Cl2 (40 mL). Dry organic layer over Na2SO4 and concentrate to afford the title compound. Quantitative yield. MS (IS) 303.1 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07320994B2 |
| Source dataset | uspto-grants-2008_01 |
| ORD ID | ord-9f61968d11c44cfcb0446576bb06e471 |
| Source note | uspto-grants-2008_01 |