3H-Spiro[1-benzofuran-2,4'-piperidine]

Base Information

• Chemical Name: 3H-Spiro[1-benzofuran-2,4'-piperidine]
• CAS No.: 71916-73-9
• Molecular Formula: C12H15 N O
• Molecular Weight: 189.26
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID60508411
• Wikidata: Q72508660
• Mol file: 71916-73-9.mol

Synonyms:71916-73-9;3H-Spiro[1-benzofuran-2,4'-piperidine];3H-Spiro[benzofuran-2,4'-piperidine];2,3-Dihydrospiro(benzofuran-2,4'-piperidine);spiro[3H-1-benzofuran-2,4'-piperidine];2,3-dihydrospiro[benzofuran-2,4'-piperidine];Spiro[benzofuran-2(3H),4'-piperidine];3H-SPIRO[1-BENZOFURAN-2,4''-PIPERIDINE];SCHEMBL231585;DTXSID60508411;ZELCJNKQCKIECO-UHFFFAOYSA-N;AMY27411;WCA91673;MFCD09800537;AKOS006280571;AB52559;SS-4912;CS-0171452;3H-SPIRO[1-BENZOFURAN-2,4-PIPERIDINE];A914425;spiro[2,3-dihydrobenzo[b]furan-2,4'-piperidine]

Chemical Property of 3H-Spiro[1-benzofuran-2,4'-piperidine]

Chemical Property:

• Melting Point: 56-58.5℃
• Boiling Point: 316.394oC at 760 mmHg
• Flash Point: 124.712oC
• PSA: 21.26000
• Density: 1.146g/cm3
• LogP: 2.07250
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 189.115364102
• Heavy Atom Count: 14
• Complexity: 210

Purity/Quality:

≥95% ^*data from raw suppliers

3H-Spiro[1-benzofuran-2,4''-piperidine] ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CNCCC12CC3=CC=CC=C3O2

Technology Process of 3H-Spiro[1-benzofuran-2,4'-piperidine]

There total 6 articles about 3H-Spiro[1-benzofuran-2,4'-piperidine] which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 92.0%

1'-benzyl-2,3-dihydrospiro (71916-71-7) → 2,3-dihydrospiro (71916-73-9)

Guidance literature:

With hydrogen; palladium 10% on activated carbon; In isopropyl alcohol; at 70 ℃; for 8h; under 3040.2 Torr;

Reference yield:

1-benzyl-4-(2-fluorobenzyl)-4-hydroxypiperidine (71916-70-6) → 2,3-dihydrospiro (71916-73-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 40 percent / 98percent sodium hydride / benzene; dimethylformamide / 5 h / 110 - 120 °C

2: 58 percent / H₂ / 10percent palladium on charcoal / propan-2-ol / 65 - 70 °C / 2585.7 Torr

With hydrogen; sodium hydride; palladium on activated charcoal; In N,N-dimethyl-formamide; isopropyl alcohol; benzene;

Reference yield:

2-fluorobenzyl chloride (345-35-7) → 2,3-dihydrospiro (71916-73-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) Mg / 1.) iodine / 1.) ether, reflux, 20 h; 2.) ether, r.t., 2 h

2: 40 percent / 98percent sodium hydride / benzene; dimethylformamide / 5 h / 110 - 120 °C

3: 58 percent / H₂ / 10percent palladium on charcoal / propan-2-ol / 65 - 70 °C / 2585.7 Torr

With hydrogen; sodium hydride; magnesium; palladium on activated charcoal; iodine; In N,N-dimethyl-formamide; isopropyl alcohol; benzene;

upstream raw materials:

1'-benzyl-2,3-dihydrospiro

1-phenylmethyl-4-piperidone

1-benzyl-4-(2-fluorobenzyl)-4-hydroxypiperidine

2-fluorobenzyl chloride

Downstream raw materials:

2,3-dihydro-1'-[3-(4-fluorobenzoyl)propyl]spiro[benzofuran-2,4'-piperidine]hydrochloride

2,3-dihydro-1'-[(4-methoxyphenyl)acetyl]spiro[benzofuran-2,4'-piperidine]

4-fluoro-2-{[(2S)-2-hydroxy-3-(1'H,3H-spiro[1-benzofuran-2,4'-piperidin]-1'-yl)propyl]oxy}benzoic acid hydrochloride

C₃₄H₄₇N₃O₈

Refernces

• 1、 -. "MULTIPLE D2 A(NTA)GONISTS/H3 ANTAGONISTS FOR TREATMENT OF CNS-RELATED DISORDERS". Page/Page column 24; 25. . Retrieved 2015/05/26.
• 2、 -. "1'-[3-(1,2-Benzisoxazol-3-yl) proply]spiro[benzofuran-2(3H),3' or 4'-piperidines or 3'-pyrrolidines]". . . Retrieved 2008/06/13.