Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanesulfonate | HCID 85257 | — |
| Reactant | 1-(Diphenylmethyl)azetidin-3-yl methanesulfonate | HCID 2758716 | — |
| Reactant | Sodium | HCID 5360545 | — |
| Reactant | HCID 15390710 | HCID 15390710 | — |
| Solvent | Methyl Isobutyl Ketone | HCID 7909 | — |
| Product | HCID 15390695 | HCID 15390695 | 91.4% |
Reaction Steps
2 g of 5-chloro-2,3-dihydro-1H-inden-4-ol were stirred in 75 ml of a 2N sodium hydroxyde solution for 1 hour. To the clear solution were added 75 ml of 4-methyl-2-pentanone and 3.76 g of 1-(diphenylmethyl)-3-methanesulfonyloxy-azetidine and the mixture was heated in an oil bath at 120° C. for 3.5 hours. Then another 2 g of mesylate were added and heating was continued for 64 hours. The upper layer was separated and washed with water. Evaporation in vacuo and chromatography with toluene/ethyl acetate (95:5) gave 4.22 g of 3-[(5-chloro-2,3-dihydro-1H-inden-4-yl)oxy]-1-(diphenylmethyl )-azetidine as a clear oil that solidified spontaneous. M.S. (C.I.) (M/Z): 391 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06403573B1 |
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| Source dataset | uspto-grants-2002_06 |
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| ORD ID | ord-cfcead284b4148b59861b750a84d03a3 |
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| Source note | uspto-grants-2002_06 |
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