Reaction #4047721
Related Literature (1)
openreactiondata ↗doi:10.1039/C8SC04228D
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-1b66cc15fe464a05b73de112368f0912No renderable structure data available
CC(C)(C)C(=O)OC1CC(C1)OChemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | (3-hydroxycyclobutyl) 2,2-dimethylpropanoate |
|---|---|
| IUPAC Name | — |
| CAS Number | 1932016-87-9 |
| Database ID | 57515871 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
(3-hydroxycyclobutyl) 2,2-dimethylpropanoate (CAS 1932016-87-9) 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 57515871
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-1b66cc15fe464a05b73de112368f0912Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a stirred mixture of 3-hydroxycyclobutyl pivalate (16.60 g, 96.4 mmol) and diea (25.2 ml, 145 mmol) in DCM (100 ml) at 0° C. was added tert-butyldimethylsilyl triflate (31.0 ml, 135 mmol) dropwise. The reaction was stirred for 2 h, then quenched with H2O. The layers were separated, and the organic layer was washed with saturated NaHCO3, brine, dried over MgSO4 and concentrated to give the title compound as a light brown oil. quenched with H2O The layers were separated the organic layer was washed with saturated NaHCO3, brine dried over MgSO4 concentrated
Source ID: ord-ce1e436368494aedbfc2a28bc93967f6Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a stirred mixture of 3-hydroxycyclobutyl pivalate (16.60 g, 96.4 mmol) and diea (25.2 ml, 145 mmol) in DCM (100 ml) at 0° C. was added tert-butyldimethylsilyl triflate (31.0 ml, 135 mmol) dropwise. The reaction was stirred for 2 h, then quenched with H2O. The layers were separated, and the organic layer was washed with saturated NaHCO3, brine, dried over MgSO4 and concentrated to give the title compound as a light brown oil. quenched with H2O The layers were separated the organic layer was washed with saturated NaHCO3, brine dried over MgSO4 concentrated
Source ID: ord-ce1e436368494aedbfc2a28bc93967f6Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a stirred solution of 3-oxocyclobutyl pivalate (15.1 g, 88.7 mmol) in ethanol (100 ml) at 0° C. was added sodium borohydride (4.69 ml, 133 mmol) in several portions. The reaction was stirred for 30 min, slowly quenched with 10% aqueous HCl and concentrated to remove ethanol. The solution was taken up with more 10% HCl, extracted with DCM (3×), washed with brine, dried over MgSO4 and concentrated to give the title compound as a light yellow oil. slowly quenched with 10% aqueous HCl concentrated to remove ethanol extracted with DCM (3×) washed with brine dried over MgSO4 concentrated
Source ID: ord-c8e3a9220eda47d988c3014f778eab0eConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a stirred mixture of 3-hydroxycyclobutyl pivalate (16.60 g, 96.4 mmol) and diea (25.2 ml, 145 mmol) in DCM (100 ml) at 0° C. was added tert-butyldimethylsilyl triflate (31.0 ml, 135 mmol) dropwise. The reaction was stirred for 2 h, then quenched with H2O. The layers were separated, and the organic layer was washed with saturated NaHCO3, brine, dried over MgSO4 and concentrated to give the title compound as a light brown oil. quenched with H2O The layers were separated the organic layer was washed with saturated NaHCO3, brine dried over MgSO4 concentrated
Source ID: ord-0af9b844144942f0b1c79e346902010dConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a stirred mixture of 3-hydroxycyclobutyl pivalate (16.60 g, 96.4 mmol) and diea (25.2 ml, 145 mmol) in DCM (100 ml) at 0° C. was added tert-butyldimethylsilyl triflate (31.0 ml, 135 mmol) dropwise. The reaction was stirred for 2 h, then quenched with H2O. The layers were separated, and the organic layer was washed with saturated NaHCO3, brine, dried over MgSO4 and concentrated to give the title compound as a light brown oil. quenched with H2O The layers were separated the organic layer was washed with saturated NaHCO3, brine dried over MgSO4 concentrated
Source ID: ord-0af9b844144942f0b1c79e346902010dConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a stirred solution of 3-oxocyclobutyl pivalate (15.1 g, 88.7 mmol) in ethanol (100 ml) at 0° C. was added sodium borohydride (4.69 ml, 133 mmol) in several portions. The reaction was stirred for 30 min, slowly quenched with 10% aqueous HCl and concentrated to remove ethanol. The solution was taken up with more 10% HCl, extracted with DCM (3×), washed with brine, dried over MgSO4 and concentrated to give the title compound as a light yellow oil. slowly quenched with 10% aqueous HCl concentrated to remove ethanol extracted with DCM (3×) washed with brine dried over MgSO4 concentrated
Source ID: ord-eb16f1145739487d9699aaef36c1fd10Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a stirred mixture of 3-hydroxycyclobutyl pivalate (16.60 g, 96.4 mmol) and diea (25.2 ml, 145 mmol) in DCM (100 ml) at 0° C. was added tert-butyldimethylsilyl triflate (31.0 ml, 135 mmol) dropwise. The reaction was stirred for 2 h, then quenched with H2O. The layers were separated, and the organic layer was washed with saturated NaHCO3, brine, dried over MgSO4 and concentrated to give the title compound as a light brown oil. quenched with H2O The layers were separated the organic layer was washed with saturated NaHCO3, brine dried over MgSO4 concentrated
Source ID: ord-b96bf89765444c23a1746a67107e4c34Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a stirred solution of 3-oxocyclobutyl pivalate (15.1 g, 88.7 mmol) in ethanol (100 ml) at 0° C. was added sodium borohydride (4.69 ml, 133 mmol) in several portions. The reaction was stirred for 30 min, slowly quenched with 10% aqueous HCl and concentrated to remove ethanol. The solution was taken up with more 10% HCl, extracted with DCM (3×), washed with brine, dried over MgSO4 and concentrated to give the title compound as a light yellow oil. slowly quenched with 10% aqueous HCl concentrated to remove ethanol extracted with DCM (3×) washed with brine dried over MgSO4 concentrated
Source ID: ord-20e779befb2f4ce69df5e797cbcd9afbConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a stirred solution of 3-oxocyclobutyl pivalate (15.1 g, 88.7 mmol) in ethanol (100 ml) at 0° C. was added sodium borohydride (4.69 ml, 133 mmol) in several portions. The reaction was stirred for 30 min, slowly quenched with 10% aqueous HCl and concentrated to remove ethanol. The solution was taken up with more 10% HCl, extracted with DCM (3×), washed with brine, dried over MgSO4 and concentrated to give the title compound as a light yellow oil. slowly quenched with 10% aqueous HCl concentrated to remove ethanol extracted with DCM (3×) washed with brine dried over MgSO4 concentrated
Source ID: ord-20e779befb2f4ce69df5e797cbcd9afbConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-1b66cc15fe464a05b73de112368f0912Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a stirred mixture of 3-hydroxycyclobutyl pivalate (16.60 g, 96.4 mmol) and diea (25.2 ml, 145 mmol) in DCM (100 ml) at 0° C. was added tert-butyldimethylsilyl triflate (31.0 ml, 135 mmol) dropwise. The reaction was stirred for 2 h, then quenched with H2O. The layers were separated, and the organic layer was washed with saturated NaHCO3, brine, dried over MgSO4 and concentrated to give the title compound as a light brown oil. quenched with H2O The layers were separated the organic layer was washed with saturated NaHCO3, brine dried over MgSO4 concentrated
Source ID: ord-ea6c9f6430f541a19b2bb01362f578a5PubChem References
These sources are listed in the compound's public database record.
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