69464-49-9|5-Fluoro-2,3-dihydro-1,4-benzodioxine| Ambeed

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CAS No. :	69464-49-9
Formula :	C₈H₇FO₂
M.W :	154.14
SMILES Code :	FC1=C2OCCOC2=CC=C1
MDL No. :	MFCD27927511

Yield	Reaction Conditions	Operation in experiment
66%	With potassium carbonate; In N,N-dimethyl-formamide; at 50℃; for 12h;	2 g of <strong>[363-52-0]3-fluorocatechol</strong>, 1.51 ml of 1,2-dibromoethane and 6.6 g of potassium carbonate were dissolved in 30 ml of N,N-dimethylformamide, and reacted at 50 ° C for 12 hours.After the reaction was completed, water was added to the reaction mixture, and the mixture was combined with EtOAc.The residue was separated by column chromatography (petroleum ether) to give the title compound (Intermediate II-2) 1.6 g pale yellow oil, yield 66percent.
38%	With potassium carbonate; In N,N-dimethyl-formamide; at 20℃; for 72h;	Example 53; (2R)-2-[(4-[(5-Fluoro-2,3-dihydro-l,4-benzodioxin-6- yl)methyl]amino}-l-piperidinyl)methyl]-l,2-dihydro-3H,8H-2a,5,8a- triazaacenaphthylene-3,8-dione hydrochloride; (a) 5-Fluoro-2,3-dihydro-l,4-benzodioxin; A solution of 3-fluoro-l,2-benzenediol (5.278 g, 41.2 mmol) in DMF (50 ml) was treated with potassium carbonate (17.08 g, 124 mmol) and 1 ,2-dibromoethane (3.91 ml, 45.3 mmol) and stirred at rt for 72h. The reaction was treated with water (200ml) and extracted 3x200ml (EtOAc). The combined organic extracts were washed with water (200ml), brine (200ml), dried (MgSO4), evaporated and chromatographed (0-20percent EtOAc-Cyclohexane) to give product as a clear oil. (2.437g, 38percent).1HNMR deltaH CDCl3, (400MHz) 4.22-4.39 (m, 4H), 6.60-6.82 (m, 3H).
	With potassium carbonate; In N,N-dimethyl-formamide; at 110℃;	To a mixture of 3- fluorobenzene-l ,2-diol (25.0 g, 195 mmol) and K2C03 (81.0 g , 585 mmol) in DMF (150 mL) was added 1 ,2-dibromoethane (33.6 ml, 390 mmol). After stirred at 1 10 °C temperature overnight, the reaction mixture was poured into water (500 mL), extracted with EtOAc (3 x 500 mL). The combined extracts were washed with water, brine, dried over anhydrous Na2SC"4, and concentrated under reduced pressure, and purified by silica gel column chromatography with PE/EtOAc (40: 1) to give compound 1.

	With potassium carbonate; In N,N-dimethyl-formamide; at 110℃;	5-Fluoro-2,3-dihydrobenzo[b][1,4]dioxine 1-A. To a mixture of 3- fluorobenzene-1,2-diol (25.0 g, 195 mmol) and K2C03 (81.0 g, 585 mmol) in DMF (150 mL) was added 1,2-dibromoethane (33.6 ml, 390 mmol). After stirred at 110 °C temperature overnight, the reaction mixture was poured into water (500 mL), extracted with EtOAc (3 x 500 mL). The combined extracts were washed with water, brine, dried over anhydrous Na2SO4, and concentrated under reduced pressure, and purified by silica gel column chromatography with PE/EtOAc (40:1) to afford compound 1-A.
	With potassium carbonate; In N,N-dimethyl-formamide; at 20℃; for 96h;	To a solution of <strong>[363-52-0]3-fluorocatechol</strong> (5.30 g, 41.2 mmol) and K2CO3 (17.1 g, 124 mmol) in DMF (50 mL) was added 1,2-dibromoethane (3.90 mL, 45.3 mmol) and the mixture was left to stir at room temperature for 4 days. Water (50 mL) was added and the mixture was extracted with EtOAc (3*50 mL). The combined organic layers were dried (MgSO4), filtered, and concentrated in vacuo. The crude product was purified by flash chromatography (SiO2, 20percent EtOAc in hexanes) to obtain 5-fluoro-2,3-dihydro-1,4-benzodioxine. 1H NMR (400 MHz, Chloroform-d) delta 6.78-6.71 (m, 1H), 6.71-6.64 (m, 2H), 4.40-4.24 (m, 4H).

Precautionary Statements-General
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P102	Keep out of reach of children.
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Prevention
Code	Phrase
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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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P230	Keep wetted
P231	Handle under inert gas.
P232	Protect from moisture.
P233	Keep container tightly closed.
P234	Keep only in original container.
P235	Keep cool
P240	Ground/bond container and receiving equipment.
P241	Use explosion-proof electrical/ventilating/lighting/equipment.
P242	Use only non-sparking tools.
P243	Take precautionary measures against static discharge.
P244	Keep reduction valves free from grease and oil.
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P260	Do not breathe dust/fume/gas/mist/vapours/spray.
P261	Avoid breathing dust/fume/gas/mist/vapours/spray.
P262	Do not get in eyes, on skin, or on clothing.
P263	Avoid contact during pregnancy/while nursing.
P264	Wash hands thoroughly after handling.
P265	Wash skin thouroughly after handling.
P270	Do not eat, drink or smoke when using this product.
P271	Use only outdoors or in a well-ventilated area.
P272	Contaminated work clothing should not be allowed out of the workplace.
P273	Avoid release to the environment.
P280	Wear protective gloves/protective clothing/eye protection/face protection.
P281	Use personal protective equipment as required.
P282	Wear cold insulating gloves/face shield/eye protection.
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P284	Wear respiratory protection.
P285	In case of inadequate ventilation wear respiratory protection.
P231 + P232	Handle under inert gas. Protect from moisture.
P235 + P410	Keep cool. Protect from sunlight.
Response
Code	Phrase
P301	IF SWALLOWED:
P304	IF INHALED:
P305	IF IN EYES:
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P320
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P321
P322
P330	Rinse mouth.
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P337	If eye irritation persists:
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P341	If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P342	If experiencing respiratory symptoms:
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P370	In case of fire:
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P372	Explosion risk in case of fire.
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P378
P380	Evacuate area.
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P390	Absorb spillage to prevent material damage.
P391	Collect spillage. Hazardous to the aquatic environment
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P301 + P312	IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P301 + P330 + P331	IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.
P302 + P334	IF ON SKIN: Immerse in cool water/wrap in wet bandages.
P302 + P350	IF ON SKIN: Gently wash with plenty of soap and water.
P303 + P361 + P353	IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P304 + P312	IF INHALED: Call a POISON CENTER or doctor/physician if you feel unwell.
P304 + P340	IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P304 + P341	IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P305 + P351 + P338	IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
P306 + P360	IF ON CLOTHING: Rinse Immediately contaminated CLOTHING and SKIN with plenty of water before removing clothes.
P307 + P311	IF exposed: call a POISON CENTER or doctor/physician.
P308 + P313	IF exposed or concerned: Get medical advice/attention.
P309 + P311	IF exposed or if you feel unwell: call a POISON CENTER or doctor/physician.
P332 + P313	IF SKIN irritation occurs: Get medical advice/attention.
P333 + P313	IF SKIN irritation or rash occurs: Get medical advice/attention.
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.
P342 + P311	IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician.
P370 + P376	In case of fire: Stop leak if safe to Do so.
P370 + P378	In case of fire:
P370 + P380	In case of fire: Evacuate area.
P370 + P380 + P375	In case of fire: Evacuate area. Fight fire remotely due to the risk of explosion.
P371 + P380 + P375	In case of major fire and large quantities: Evacuate area. Fight fire remotely due to the risk of explosion.
Storage
Code	Phrase
P401
P402	Store in a dry place.
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P411 + P235	Keep cool.
Disposal
Code	Phrase
P501	Dispose of contents/container to ...
P502	Refer to manufacturer/supplier for information on recovery/recycling

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CAS No.: 69464-49-9

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CAS No.: 69464-49-9

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[ 69464-49-9 ] Synthesis Path-Downstream 1~1

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Physical hazards
Code	Phrase
H200	Unstable explosive
H201	Explosive; mass explosion hazard
H202	Explosive; severe projection hazard
H203	Explosive; fire, blast or projection hazard
H204	Fire or projection hazard
H205	May mass explode in fire
H220	Extremely flammable gas
H221	Flammable gas
H222	Extremely flammable aerosol
H223	Flammable aerosol
H224	Extremely flammable liquid and vapour
H225	Highly flammable liquid and vapour
H226	Flammable liquid and vapour
H227	Combustible liquid
H228	Flammable solid
H229	Pressurized container: may burst if heated
H230	May react explosively even in the absence of air
H231	May react explosively even in the absence of air at elevated pressure and/or temperature
H240	Heating may cause an explosion
H241	Heating may cause a fire or explosion
H242	Heating may cause a fire
H250	Catches fire spontaneously if exposed to air
H251	Self-heating; may catch fire
H252	Self-heating in large quantities; may catch fire
H260	In contact with water releases flammable gases which may ignite spontaneously
H261	In contact with water releases flammable gas
H270	May cause or intensify fire; oxidizer
H271	May cause fire or explosion; strong oxidizer
H272	May intensify fire; oxidizer
H280	Contains gas under pressure; may explode if heated
H281	Contains refrigerated gas; may cause cryogenic burns or injury
H290	May be corrosive to metals
Health hazards
Code	Phrase
H300	Fatal if swallowed
H301	Toxic if swallowed
H302	Harmful if swallowed
H303	May be harmful if swallowed