943830-74-8|4-Fluorobenzo[d][1,3]dioxole| Ambeed

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CAS No. :	943830-74-8
Formula :	C₇H₅FO₂
M.W :	140.11
SMILES Code :	FC1=C2OCOC2=CC=C1
MDL No. :	MFCD12026062

GHS Pictogram:
Signal Word:	Warning
Hazard Statements:	H315-H319-H335-H227
Precautionary Statements:	P210-P261-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P332+P313-P337+P313-P362-P370+P378-P403+P233-P403+P235-P405-P501

Yield	Reaction Conditions	Operation in experiment
80%	With potassium carbonate; In N,N-dimethyl-formamide; at 110℃; for 2h;	4 g of <strong>[363-52-0]3-fluorocatechol</strong>, 3.36 ml of dibromomethane and 6.5 g of potassium carbonate were dissolved in 30 ml of N,N-dimethylformamide, and reacted at 110 ° C for 2 hours.After the reaction was completed, water was added to the reaction mixture, and the mixture was combined with EtOAc.The residue was purified by EtOAc (EtOAc) 3.5 g of light yellow oil in a yield of 80percent.
60%	With cesium fluoride; In N,N-dimethyl-formamide; at 60 - 110℃; for 5.25h;Inert atmosphere;	Under a nitrogen atmosphere, 7.21 g of 3-fluorocarboxylic acid (2) was added to 300 mL of DMF,68.4 g of cesium fluoride was added and stirred for 15 min.Heated to 60 ° C, dropping 31.5 mL of dibromomethane,The temperature was raised to 110 ° C, the reaction was carried out for about 5 hours, the reaction solution was poured into 600 mL of ice water,Extracted with ethyl acetate 300 mL x 3, the combined organic phases were washed twice with distilled water,Saturated aqueous sodium chloride solution once, and dried over anhydrous sodium sulfate overnight.The desiccant was filtered off and the solvent was evaporated under reduced pressure to give a pale yellow oil which was separated by silica gel column chromatography,Eluting with petroleum ether: dichloromethane = 3: 1 to collect the desired fractions,Evaporated to dryness under reduced pressure to give 4.7 g of product (3) in 60percent yield.
60%		Under the protection of nitrogen,Add 7.2 g of intermediate 2 to 300 mL of DMF.Stir well,Add 68g of cesium fluoride,Stir for 15 min.Warming up to 60 ° C,31.5 mL of dibromomethane was added dropwise.After the drop,Warming up to 110 ° C,The reaction is about 5 hours;Pour the reaction solution into 600 mL of ice water.Extracted with ethyl acetate 300 mL×3,Combine the organic phase,Wash twice with distilled water,Wash once with saturated aqueous sodium chloride solution,It was dried over anhydrous sodium sulfate overnight.Filter out the desiccant,Evaporate the solvent under reduced pressure.Light yellow oil,The residue was separated by silica gel column chromatography.Elution with petroleum ether: dichloromethane = 3:1,Collect the required components,Evaporation to dryness under reduced pressure gave 4.9 g of Intermediate 3.The yield was 60percent.

	With sodium hydroxide; Aliquat 336; In water; for 3.5h;Heating / reflux;	13. Preparation of l-fluoro-2.3-methylenedioxybenzene; Alliquat 336 (methyltrioctylammonium chloride (0.63 g, 0.0016 mol), dibromomethane (40.7 g, 234.2 mmol), and water (31 mL) were placed in a 500 mL 3-necked flask equipped with an addition funnel, condenser and a stir bar. The addition funnel was charged with a solution of <strong>[363-52-0]3-fluorocatechol</strong> (20.0 g, 6.1 mmol) in 5M sodium hydroxide (80 mL). The mixture in the flask was heated to reflux and the solution of the catechol was added dropwise with good stirring over 1.5 hours. The resulting dark mixture was heated an additional 2 hours at reflux. After cooling to room temperature, the reaction was diluted with methylene chloride and water. The aqueous layer was extracted with methylene chloride and the combined organic layers were dried and concentrated to give l-fluoro-2,3- methylenedioxybenzene (14.6 g, 104.2 mmol) as a dark yellow oil: 1H NMR (CDCl3): delta 6.80 (m, IH), 6.68 (m, 2H), 6.04 (s, 2H).
	With sodium hydroxide; Aliquat 336; In water; for 4h;Heating / reflux;	19. Preparation of 1-fluoro-2,3-methylenedioxybenzene; Alliquat 336 (methyltrioctylammonium chloride, 0.63 g, 1.6 mmol), dibromomethane (40.7 g, 234.2 mmol) and water (31 mL) were placed in a 500 mL 3-necked flask equipped with an addition funnel, condenser and a stir bar. The addition funnel was charged with a solution of <strong>[363-52-0]3-fluorocatechol</strong> (20.0 g, 160 mmol) in 5M sodium hydroxide (80 mL). The mixture in the flask was heated to reflux and the solution of the catechol was added dropwise with good stirring over 2 hours and the resulting dark mixture heated an additional 2 hours at reflux. After cooling to room temperature, the reaction was diluted with methylene chloride and the layers separated. The aqueous layer was extracted with methylene chloride and the combined organic layers dried (Na2SO4 with charcoal). Filtration and concentration to a constant weight on the rota-vap gave 1-fluoro-2,3-methylenedioxybenzene (14.6 g, 104.2 mmol) as a dark yellow oil: 1H NMR (CDCl3); 6.80 (m, 1H), 6.68 (m, 2H), 6.04 (s, 2H).

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CAS No.: 943830-74-8

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CAS No.: 943830-74-8

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Precautionary Statements-General
Code	Phrase
P101	If medical advice is needed,have product container or label at hand.
P102	Keep out of reach of children.
P103	Read label before use
Prevention
Code	Phrase
P201	Obtain special instructions before use.
P202	Do not handle until all safety precautions have been read and understood.
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P220	Keep/Store away from clothing/combustible materials.
P221	Take any precaution to avoid mixing with combustibles
P222	Do not allow contact with air.
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P322
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P304 + P341	IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
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P335 + P334	Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages.
P337 + P313	IF eye irritation persists: Get medical advice/attention.
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P370 + P378	In case of fire:
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H200	Unstable explosive
H201	Explosive; mass explosion hazard
H202	Explosive; severe projection hazard
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Code	Phrase
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