Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | 1-(3,5-dimethoxyphenyl)-2-(4-methoxyphenyl)ethanone | HCID 641829 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 15329251 | HCID 15329251 | — |
Reaction Steps
5 g of precipitated 1-(3,5-dimethoxyphenyl)-2-(4-methoxyphenyl)ethanone (1.74 mmol) prepared according to Example 4 are introduced into 75 ml of methanol and 62.5 ml of THF in a 250 ml three-necked round-bottomed flask. 0.78 g of sodium borohydride (1.1 eq.) is added at ambient temperature over approximately 1 h. The reaction medium is kept stirred for 1 h and concentrated and the residue is taken up in 50 ml of a water/methanol (50/50 by volume) mixture. The precipitate obtained is filtered off and washed on the filter with 25 ml of water/methanol (50/50 by volume). 5 g of a white precipitate are recovered, which precipitate, by NMR, corresponds to the expected 1-(3,5-dimethoxyphenyl)-2-(4-methoxyphenyl)ethanol, i.e. a virtually quantitative yield.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08101804B2 |
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| Source dataset | uspto-grants-2012_01 |
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| ORD ID | ord-ae32b8ccec0f4c0ea7b3e5688e6be381 |
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| Source note | uspto-grants-2012_01 |
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