610-99-1 Usage
Preparation
Obtained by Fries rearrangement of phenyl propionatewith aluminium chloride in refluxing carbon disulfide ?, then at 130–150° for 2–3 h after solvent elimination (32–35%)with aluminium chloride in chlorobenzene using microwave irradiation for 3 ? min at 106° (28%) with aluminium chloride in nitrobenzene at 50° for 18 h (16%) or at ? 20° for 48 h (10%) with aluminium chloride in nitromethane at 20° for 7 days (20%) with aluminium chloride in heptane at 80–90° for 7 h (53%) or in tetrachlo-? roethane at 95° for 5 h (43%) with aluminium chloride without solvent at 250° for 5 min or at 180–200° for ? 15 min (76–78%), at 140–160° (32–35%), at 140°with zirconium chloride in o-dichlorobenzene at 120° for 3 h (83%) with titanium tetrachloride in o-dichlorobenzene at 150° for 1 h (62%) ?, in nitromethane at 20° for 7 days (13%) or without solvent at 50° for 10 h (30%)with titanium tetrabromide in o-dichlorobenzene at 150° for 1 h (60%) with stannic chloride at 50° for 3 h (25%) with boron trifluoride at 120–135° for 15 min (15%) with zinc chloride at 180–200° for 15 min (10%) with polyphosphoric acid at 100° (13%) Also obtained by Friedel–Crafts acylation of phenol with propionyl chloride in the presence of aluminium chloride (40%), at 120–130° for 1 h (45%) according to the method Also obtained by acylation of phenol with propionic acidin the presence of boron trifluoride at 165° for 1 h (45%) or at 80° for ? 2 h (8%) in the presence of polyphosphoric acid at 100° for 10 min (by-product) in the presence of zinc chloride at 160° for 1 h Also obtained by isomerization of 4-hydroxypropiophenone with aluminium chloride (1.5 equiv) at 165° for 1 h (40%) or at 180–200° for 15 min (55%) Also obtained by demethylation of 2-propionylanisole with fuming hydrochloric acid (d = 1.19) in a sealed tube at 110° for 6 h Also obtained (by-product) by heating 3-tert-butyl-4-hydroxypropiophenone with aluminium chloride at 170° for 15 min (13%) Also obtained by treatment of 2,3-dimethylchromone with sodium ethoxide in boiling ethanol for 30 h according to the method Also obtained from 2-allylphenol by treatment with perbenzoic acid in ethyl ether, first at 0°, then between 0° and 25° for 24 h (78%) Also obtained by reaction of 2-bromophenyl propionate in a ethyl ether/hexane/THF mixture at low temperature (?78 to ?95°) with sec-butyllithium to give, after hydrolysis, the titled ketone (metal-promoted Fries rearrangement) (17%) Also obtained by reaction of ethylmagnesium bromidewith 2-hydroxybenzamide in boiling benzene, followed by hydrolysis ? (30%)with 2-hydroxy-N,N-diethylbenzamide in boiling benzene, followed by ? hydrolysis (82–84%) Also isolated by heating of 1-(o-hydroxyphenyl)cyclopropyltrimethylam-monium iodide for 1 h at 140° with 1.5 equiv of N,N-diisopropylethylamine (not water-free) (38%) Also obtained by hydrolysis of 2-(1-methyliminopropyl)phenol (4aa) with aqueous acetic acid/THF at 40° for 4 h (86%)Also obtained by photolysis of phenyl propionate in water or in solution containing b-cyclodextrine (254 nm) at 25° for 2 h Also obtained by treatment of 2-(1-hydroxypropyl)phenol with MnO2 in methylene chloride for 7 h at r.t.
Check Digit Verification of cas no
The CAS Registry Mumber 610-99-1 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 6,1 and 0 respectively; the second part has 2 digits, 9 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 610-99:
(5*6)+(4*1)+(3*0)+(2*9)+(1*9)=61
61 % 10 = 1
So 610-99-1 is a valid CAS Registry Number.
610-99-1Relevant articles and documents
Relay Catalysis by Achiral Borane and Chiral Phosphoric Acid in the Metal-Free Asymmetric Hydrogenation of Chromones
Chen, Jingjing,Gao, Bochao,Feng, Xiangqing,Meng, Wei,Du, Haifeng
supporting information, p. 8565 - 8569 (2021/11/13)
A strategy of relay catalysis by achiral borane and chiral phosphoric acid was successfully developed for the asymmetric hydrogenation of chromones, giving the desired products in high yields with up to 95% ee. Achiral borane and chiral phosphoric acid are highly compatible in this reaction. The achiral borane acts as a Lewis acid for the first-step hydrogenation, and the chiral phosphoric acid acts as an effective chiral proton shuttle to control the enantioselectivity.
Rhoda-Electrocatalyzed Bimetallic C?H Oxygenation by Weak O-Coordination
Tan, Xuefeng,Massignan, Leonardo,Hou, Xiaoyan,Frey, Johanna,Oliveira, Jo?o C. A.,Hussain, Masoom Nasiha,Ackermann, Lutz
supporting information, p. 13264 - 13270 (2021/05/06)
Rhodium-electrocatalyzed arene C?H oxygenation by weakly O-coordinating amides and ketones have been established by bimetallic electrocatalysis. Likewise, diverse dihydrooxazinones were selectively accessed by the judicious choice of current, enabling twofold C?H functionalization. Detailed mechanistic studies by experiment, mass spectroscopy and cyclovoltammetric analysis provided support for an unprecedented electrooxidation-induced C?H activation by a bimetallic rhodium catalysis manifold.
The insertion of arynes into the O-H bond of aliphatic carboxylic acids
Wen, Chunxiao,Chen, Qian,He, Zhenwen,Yan, Xinxing,Zhang, Changyuan,Du, Zhiyun,Zhang, Kun
supporting information, p. 5470 - 5473 (2015/09/15)
The insertion of arynes into the O-H bond of aliphatic carboxylic acids promoted by sodium carboxylates is described. The reactions led to the formation of aryl carboxylates in good yields with good chemoselectivities under mild conditions.
