Reaction #4150669
Related Literature (1)
openreactiondata ↗doi:10.1039/C8SC04228D
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-c11aecc2a7ad4184aefae603f448be04No renderable structure data available
CCOP(=O)(CCCCCl)OCCChemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | 1-chloro-4-diethoxyphosphorylbutane |
|---|---|
| IUPAC Name | — |
| CAS Number | 86791-04-0 |
| Database ID | 19689195 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
1-chloro-4-diethoxyphosphorylbutane (CAS 86791-04-0) product identity, structure identifiers and related reaction data for chemical intermediate research and sourcing review.
Potential Applications
For professional research and industrial use only
Database ID 19689195
Safety Notice
For professional research and industrial use only. Review the supplier safety data sheet before handling.
Synthesis data
12 reactions · 12 references
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-c11aecc2a7ad4184aefae603f448be04Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-c11aecc2a7ad4184aefae603f448be04Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: The title substance was prepared from 0.01 5 mol of 7-ethoxymethyl-3-ethylxanthine and 0.017 mol of diethyl 4-chlorobutanephosphonate analogously to 53.
Source ID: ord-97646f4f01d04c408248a374735fff7fConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: The title substance was prepared from 0.04 mol of 7-benzyl-3-ethyl-xanthine and 0.048 mol of diethyl 4-chlorobutanephosphonate analogously to Example 23.
Source ID: ord-f4e76ea00e564ed586febf57d57779fbConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: The title substance was prepared from 0.072 mol of 3-methyl-7-propyl-xanthine and 0.072 mol of diethyl 4-chlorobutanephosphonate analogously to Example 23, chromatographed on silica gel (eluent: dichloromethane/methanol 20:1) and crystallized from diisopropyl ether. chromatographed on silica gel (eluent: dichloromethane/methanol 20:1) crystallized from diisopropyl ether
Source ID: ord-82da64e54168413bb57aba668109b96dConditions: temp:70.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 9 g (0.04 mol) of 7-methoxyethyl-3-methylxanthine were suspended in 100 ml of DMF, treated with 11 g (0.048 mol) of diethyl 4-chlorobutane-phosphonate and 10 g (0.064 mol) of activated potassium carbonate and heated at 70° C. for 4 hours. The solid was filtered off, the filtrate was concentrated under reduced pressure and the oily residue which remained was taken up in ethyl acetate, filtered again and crystallized from diisopropyl ether. The solid was filtered off the filtrate was concentrated under reduced pressure filtered again crystallized from diisopropyl ether
Source ID: ord-1ccbe3ff71f04729a89ed7db3a53f3b8Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: The title substance was prepared from 0.075 mol of theobromine and 0.09 mol of diethyl 4-chlorobutanephosphonate analogously to Example 23 and crystallized from diisopropyl ether. crystallized from diisopropyl ether
Source ID: ord-bf99dda85e8446dfbb7ca469f46d02aaConditions: temp:70.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 44.8 g (0.2 mol) of 7-ethoxymethyl-3-methylxanthine were suspended in 500 ml of DMF, treated with 55 g (0.24 mol) of diethyl 4-chlorobutane-phosphonate and 50 g (0.32 mol) of activated potassium carbonate and heated at 70° C. for 4 hours and filtered, the filtrate was concentrated under reduced pressure and the oily residue which remained was taken up in ethyl acetate. filtered again and crystallized from diisopropyl ether. filtered the filtrate was concentrated under reduced pressure filtered again crystallized from diisopropyl ether
Source ID: ord-84fabc66583e43db913aa7d98ea5cb07Conditions: temp:70.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 20.4 g (0.08 mol) of 7-benzyl-3-methylxanthine were suspended in 200 ml of dimethylformamide (DMF), treated with 22 g (0.96 mol) of diethyl 4-chlorobutanephosphonate and 13.8 g (0.1 mol) of activated potassium carbonate and heated at 70° C. for 4 hours and filtered, the filtrate was concentrated under reduced pressure and the oily residue which remained was taken up in ethyl acetate, filtered again and crystallized from diisopropyl ether. filtered the filtrate was concentrated under reduced pressure filtered again crystallized from diisopropyl ether
Source ID: ord-7a6debe642dd4a55a17f79ac83e9ef86Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: The title substance was prepared from 1-methoxyethyl-3-methylxanthine and diethyl 4-chlorobutanephosphonate analogously to Example 4 and crystallized from diisopropyl ether. crystallized from diisopropyl ether
Source ID: ord-7fae1dd89d25493ea4ac31663986c9dfConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: The title substance was prepared from 1,3-dibutylxanthine and diethyl 4-chlorobutanephosphonate analogously to Example 9.
Source ID: ord-02d09630ce874394bc3b749bf3745493Conditions: temp:70.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 8 g (0.022 mol) of 7-(4-diethylphosphonobutyl)-3-methylxanthine (according to Example 24) were suspended in 100 ml of DMF, treated with 6.13 g (0.027 mol) of diethyl 4-chlorobutanephosphonate and 3.7 g (0.028 mol) of activated potassium carbonate and heated at 70° C. for 4 hours. The product was then filtered, the filtrate was concentrated under reduced pressure and the oily residue which remained was chromatographed on a silica gel column (eluent: ethyl acetate/methanol 10:1). The product was then filtered the filtrate was concentrated under reduced pressure the oily residue which remained was chromatographed on a silica gel column (eluent: ethyl acetate/methanol 10:1)
Source ID: ord-c12104568b5442eda2e049aa7fbffb8aPubChem References
These sources are listed in the compound's public database record.
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