Alternatived Products of [ 95967-46-7 ]
Product Details of [ 95967-46-7 ]
| CAS No. : | 95967-46-7 |
MDL No. : | MFCD11849506 |
| Formula : |
C15H20O4
|
Boiling Point : |
- |
| Linear Structure Formula : | - |
InChI Key : | NQCSIYAFJRYQHX-UHFFFAOYSA-N |
| M.W : |
264.32
|
Pubchem ID : | 12035485 |
| Synonyms : |
|
Safety of [ 95967-46-7 ]
| Signal Word: | Warning |
Class: | N/A |
| Precautionary Statements: | P280-P305+P351+P338 |
UN#: | N/A |
| Hazard Statements: | H302 |
Packing Group: | N/A |
| GHS Pictogram: |
|
Application In Synthesis of [ 95967-46-7 ]
* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
- Downstream synthetic route of [ 95967-46-7 ]
- 1
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[ 540-88-5 ]
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[ 32122-09-1 ]
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[ 95967-46-7 ]
- 2
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[ 74530-56-6 ]
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[ 100-51-6 ]
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[ 95967-46-7 ]
- 3
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[ 74530-56-6 ]
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[ 95967-46-7 ]
| Yield | Reaction Conditions | Operation in experiment |
|
With hydrogenchloride; benzyl alcohol; In tetrahydrofuran; |
EXAMPLE 1 STR34 tert.-Butyl 4-benzyloxyacetoacetate A solution of 64.9 g=62.1 ml (0.6 mol) of benzyl alcohol in 50 ml of tetrahydrofuran was added dropwise to an ice-cooled suspension of 18.0 g (0.6 mol) of sodium hydride (80% strength in parafin oil) in 150 ml of anhydrous tetrahydrofuran in the course of 1 hour with ice-cooling. Thereafter, the mixture was subsequently stirred at room temperature for 0.5 hour. A solution of 57.8 g (0.3 mol) of tert.-butyl 4-chloroacetoacetate in 50 ml of tetra-hydrofuran was added dropwise at 0 C. in the course of 1 hour. The ice-bath was removed and the reaction mixture was stirred at room temperature for a further hour and neutralized by careful addition of 0.5N HCl, with cooling (pH control). The mixture was extracted several times with ether and the combined ether extracts were washed with water and dried over MgSO4. Evaporation of the ether in vacuo gave an oil, which was purified by chromatography on 1.7 kg of silica gel (toluene:ethyl acetate 95:5). 41.7 g (53%) of tert.-butyl 4-benzyloxyacetoacetate were obtained, RF: 0.47 (toluene:ethyl acetate 9:1). 1 H-NMR (200 MHz, CDCl3) δ 1.50 (s, 9H, C(CH3)3), 3.48 (s, 2H, CH2), 4.18 (s, 2H, CH2), 4.63 (s, 2H, CH2) and 7.40 (s, 5H, Ph). IR (CHCl3) 1740-1710 (c=0, β-keto ester) and 1656 cm-1 (C=C, enol form). C15 H20 O4 (264.3) calculated: C 68.2, H 7.6; found: C 68.2, H 7.6. |
- 4
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[ 540-88-5 ]
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[ 31600-43-8 ]
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[ 95967-46-7 ]
| Yield | Reaction Conditions | Operation in experiment |
| 190 g |
|
Step B - Synthesis of Intermediate Compound lc To a solution of compound lb (322 g, 2.78mol) in dry THF (2.8 L) was added LiHMDS (2.78 L, 2.78 mol) at -70 C under N2. After stirred at -70 C for 1 hourour, then compound 2 (250 g, 1.39 mol) was added and the mixture was allowed to stir at -70 C for 1.5 hours. The reaction was quenched with H2O (2 L) and extracted with EtOAc (8 L*3). The combined organic phase was washed with brine, dried over Na2S04, and concentrated in vacuo to provide compound lc (190 g) as an oil. |
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To a solution of compound lb (322 g, 2.78mol) in dry THF (2.8 L) was added LiHMDS (2.78 L, 2.78 mol) at -70 C under N2. After stirred at -70 C for 1 hours, then compound 2 (250 g, 1.39 mol) was added and the mixture was allowed to stir at -70 C for 1.5 hours. The reaction was quenched with water (2 L) and extracted with Ethyl acetate (8 L*3). The combined organic phase was washed with brine, dried over Na2S04, and concentrated in vacuo to provide compound lc as an oil. |
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|
To a solution of compound lb (322 g, 2.78mo1) in dry THF (2.8 L) was added LiHMDS (2.78 L, 2.78 mol) at -70 C under N2. After stirred at -70 C for 1 hours, then compound 2 (250 g, 1.39 mol) was added and the mixture was allowed to stir at -70 C for 1.5 hours. The reaction was quenched with water (2 L) and extracted with Ethyl acetate (8 Lx3).The combined organic phase was washed with brine, dried over Na2SO4, and concentrated in vacuo to provide compound lc as an oil. |
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