[ CAS No. 2747-05-9 ]

Name: 2747-05-9|4-Methyl-2-oxo-2H-chromen-7-yl acetate|98%
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COA NMR CNMR HPLC LC-MS

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CAS No. :	2747-05-9	MDL No. :	MFCD00006865
Formula :	C₁₂H₁₀O₄	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	HXVZGASCDAGAPS-UHFFFAOYSA-N
M.W :	218.21 g/mol	Pubchem ID :	366
Synonyms :

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Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P261-P305+P351+P338	UN#:	N/A
Hazard Statements:	H315-H319-H335	Packing Group:	N/A
GHS Pictogram:

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* 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.

Upstream synthesis route of [ 2747-05-9 ]
Downstream synthetic route of [ 2747-05-9 ]

[ 2747-05-9 ] Synthesis Path-Upstream 1~1

1
[ 2747-05-9 ]
[ 6174-86-3 ]

Reference： [1] Journal of Scientific and Industrial Research, 1952, vol. 11 B, p. 50,55

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Yield	Reaction Conditions	Operation in experiment
86.69%	With Aluminum Chloride at 170℃; for 6.08333h;
81%	With Aluminum Chloride at 170℃; for 3h; Irradiation; Sealed tube;	1; 2 Under the heat source of the infrared lamp, add 4-methyl-7-hydroxy-8-acetoxycoumarin (II, 21.8g, 100mmol) and anhydrous aluminum trichloride (20.0g, 150mmol) evenly mixed Put it into a 250mL round-bottom flask and seal it with a drying tube. React in an oil bath at 170°C for 3 hours, then cool to room temperature, acidify with 180mL of 10% hydrochloric acid solution, and reflux for 2 hours. After cooling to room temperature, filter with suction to obtain a solid , Washed with water, dried, and the crude product was recrystallized with 95% ethanol to obtain 17.6g of white powdery solid 4-methyl-7-hydroxy-8-acetylcoumarin (III), yield 81%,
72%	With Aluminum Chloride at 160℃; for 2h;	3 4.2.3. Formation of acetyl coumarin Coumarin acetate (2.18 g, 10 mmol) was mixed with AlCl3 (2 g, 15 mmol) and heated at 160 °C for 2 h. The reaction mixture was then cooled to room temperature and diluted by adding HCl aqueous solution. The obtained solid was recrystallized by 95% ethanol to afford acetyl coumarin at 72% yield. Mp 161-163 °C.

65%	With aluminium chloride anhydrous
40%	Stage #1: 4-methylumbelliferyl acetate With Aluminum Chloride at 160 - 165℃; for 4h; Stage #2: With hydrogenchloride In water monomer at 20℃; for 12.5h;	2.4.6. Synthesis of 8-acetyl-7-hydroxy-4-methylcoumarin (4) A mixture of 7-Acetoxy-4-methylcoumarin (3) (0.5 g, 2.3 mmol)and anhydrous aluminum chloride (2 g, 15 mmol) was heated for 4 hon an oil-bath (160-165 °C) and cooled on an ice-bath. Then 10% of hydrochloricacid was added dropwise. The solution was stirred for30 min, let stand for 12 h and filtered. The desired product was gainedas a light yellow needle crystal by recrystallized from 60% of ethanol,200 mg, 40%. m.p. 168-169 °C. 1H NMR (500 MHz, CDCl3) (Fig. S5), δ(ppm): 2.429 (d, J = 1 Hz, 3H), 2.975 (s, 3H), 6.176 (m, 1H), 6.922 (d,J = 9 Hz, 1H), 7.677 (d, J = 9 Hz, 1H), 13.602 (s, 1H). Anal. Calcd. forC12H10O4: C, 66.05; H, 4.62. Found: C, 66.50; H, 4.47.
	With aluminium chloride anhydrous at 140℃;
	With aluminium chloride anhydrous at 170℃;
	With aluminium chloride anhydrous at 160 - 165℃; for 3h;
	With Aluminum Chloride at 170℃; for 2h; Inert atmosphere;
1.2 g	With Aluminum Chloride at 160℃; for 3h;
	With Aluminum Chloride at 125 - 170℃;
	With Aluminum Chloride at 140 - 160℃; for 2h;
	With Aluminum Chloride at 120 - 175℃; for 2h;
	With Aluminum Chloride at 170℃; for 2h;
	With Aluminum Chloride for 2h; Reflux;

Yield	Reaction Conditions	Operation in experiment
70.3%	With N-chloro-succinimide; copper(II) chloride monohydrate In acetonitrile at 20℃; for 21h; regioselective reaction;	2. The general synthetic procedure General procedure: To a 50 mL flask, the coumarin (1 mmol), appropriate amount of NXS, the Lewisacid catalyst and 20 mL anhydrous solvent were added in. The mixture was heated toreflux with a condenser under the protection of a drying tube. The reaction progresswas monitored by TLC. When the reaction was completed, the mixture was cooled toroom temperature. The solvent was removed by vacuum rotary evaporation, and theresidue was dispensed in 25 mL 5% sodium hydrogen sulfite (NaHSO3) aqueoussolution and then extracted with 25 mL ethyl acetate (EtOAc) for three times. Theorganic layer was combined, washed with 10 mL water and dried over anhydroussodium sulphate (Na2SO4). After the solvent was removed, the crude product waspurified by silica gel (300-400 mesh) column chromatograph.
	With tetrachloromethane; chlorine; acetic acid

Yield	Reaction Conditions	Operation in experiment
60%		11.2 Step 2 Step 2 In a similar manner as step 2 of EXAMPLE 1, 7-acetoxy-4-methylcoumarin was reacted to form crude 7-acetoxy-4-bromomethylcoumarin (60% purity), a beige solid.
	With tetrachloromethane; N-Bromosuccinimide; dibenzoyl peroxide

[ CAS No. 2747-05-9 ]

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[ 2747-05-9 ] Synthesis Path-Upstream 1~1

[ 2747-05-9 ] Synthesis Path-Downstream 1~59