Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium cyanoborohydride | HCID 5003444 | — |
| Reactant | HCID 67212627 | HCID 67212627 | — |
| Catalyst | Acetic Acid | HCID 176 | — |
| Solvent | Formaldehyde | HCID 712 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 67277826 | HCID 67277826 | 60% |
Reaction Steps
To a mixture of the above described (3SR,5SR)-1-benzenesulfonyl-3,5-bis-methoxymethyl-piperazine (1.68 g, 5.343 mmol) in acetonitrile (40 ml) and 36.5% formaldehyde solution in water (0.653 ml, 8.015 mmol) and 5-7 drops of acetic acid at 23° C. was added sodium cyanoborohydride (1.679 g, 26.71 mmol) and the mixture was stirred at 23° C. for 1.5 h. Poured onto water and extracted twice with ethyl acetate, dried the organic layer over sodium sulfate, filtered off, evaporated all volatiles totally and dried in high vacuum to give the title compound as a colorless oil (1.05 g, 60%), pure enough for further steps; MS (ISP) m/e=329.1 [(M+H)+].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08163740B2 |
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| Source dataset | uspto-grants-2012_04 |
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| ORD ID | ord-c7ca308a66ea4f87be67f664b80ec7b6 |
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| Source note | uspto-grants-2012_04 |
|---|