HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 604714Generated: November 1, 2026
Ammonium Chloride → HCID 46205467, compound
https://huagongshe.com/reaction/604714
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | 4-Bromophenetole | HCID 68523 | — |
| Reactant | 4-(Benzyloxy)-3-bromobenzaldehyde | HCID 1494338 | — |
| Reactant | HCID 178418244 | HCID 178418244 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 46205467 | HCID 46205467 | 87.7% |
Reaction Steps
Then, 1.6 M n-butyllithium hexane solution (22.9 mL) was added to a mixture of 4-bromophenetole (7.3 g, 0.037 mol) and tetrahydrofuran (70 mL) at −78° C. After stirred for 0.5 hours, 4-benzyloxy-3-bromobenzaldehyde (7.0 g, 0.024 mol) in a tetrahydrofuran (70 mL) solution was added and further stirred for 15 minutes, and the reaction mixture was warmed to room temperature. After the reaction mixture was added with a saturated ammonium chloride aqueous solution and extracted with ethyl acetate, the organic phase was washed with brine and dried with anhydrous magnesium sulfate. After the desiccant was filtered off, the residue obtained by evaporating the solvent under reduced pressure was purified by silica gel column chromatography (hexane:ethyl acetate=4:1) to obtain colorless oily [4-(benzyloxy)-3-bromophenyl](4-ethoxyphenyl)methanol (8.7 g, 86%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07910619B2 |
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| Source dataset | uspto-grants-2011_03 |
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| ORD ID | ord-aea1f97636494628ab8c837ae720fa32 |
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| Source note | uspto-grants-2011_03 |
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