Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Phosphorus tribromide | HCID 24614 | — |
| Reactant | 1,9,18-Tris(benzenesulfonyl)-3,7,12,16-tetramethyl-1,18-bis(2,6,6-trimethyl-1-cycl ohexen-1-yl)-3,7,11,15-octadecatetraene-2,17-diol | HCID 86637461 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Beta-Carotene | HCID 5280489 | — |
Reaction Steps
To a stirred solution of the C40 diol compound (O) (0.13 g, 0.15 mmol) in CH2Cl2 (5 mL) at 0° C. were added pyridine (0.054 mL, 0.60 mmol) and PBr3 (0.011 mL, 0.12 mmol). The mixture was stirred at 0° C. for 40 min, diluted with CH2Cl2 (20 mL), washed with 1 M HCl solution (10 mL×3), dried over anhydrous MgSO4, filtered, and concentrated under reduced pressure to give the di-bromination product (P-1) (0.17 g, 0.15 mmol) in 100% crude yield. This compound was not purified and directly utilized in the elimination reaction to produce β-carotene (see Example 15-A).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07928266B2 |
|---|
| Source dataset | uspto-grants-2011_04 |
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| ORD ID | ord-469da37769264cdeb611b1563a710e54 |
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| Source note | uspto-grants-2011_04 |
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