HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 40500Generated: October 27, 2026
Tetrabutylammonium Fluoride → (S)-N-{1-[4-(3-Hydroxy-azetidin-1-yl)-phenyl]ethyl}-acetamide
https://huagongshe.com/reaction/40500
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Tetrabutylammonium Fluoride | HCID 2724141 | — |
| Reactant | (S)-N-(1-{4-[3-(tert-Butyl-dimethyl-silanyloxy)-azetidin-1-yl]-phenyl}-ethyl)-acetamide | HCID 86689004 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (S)-N-{1-[4-(3-Hydroxy-azetidin-1-yl)-phenyl]ethyl}-acetamide | HCID 86689005 | — |
Reaction Steps
2.6 g (7.46 mmol) (S)—N-(1-{4-[3-(tert-Butyl-dimethyl-silanyloxy)-azetidin-1-yl]-phenyl}-ethyl)-acetamide (IV.1) are added to 20 mL THF and the mixture is cooled to 5° C. 14.9 mL (14.9 mmol) tetrabutylammonium fluoride (1 N in THF) are added and the mixture is allowed to warm to rt. Stirring is continued for 1 h and the solvent is removed in vacuo. The residue is purified by column chromatography (silica gel; DCM:MeOH; gradient 9:1→8:2) to yield the desired product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08530461B2 |
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| Source dataset | uspto-grants-2013_09 |
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| ORD ID | ord-fd014b637aa44552beae9feea3f513c9 |
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| Source note | uspto-grants-2013_09 |
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