((Benzyloxy)methyl)triphenylphosphonium chloride

Base Information

• Chemical Name: ((Benzyloxy)methyl)triphenylphosphonium chloride
• CAS No.: 75772-01-9
• Molecular Formula: C26H24OP.Cl
• Molecular Weight: 418.903
• European Community (EC) Number: 804-407-1
• DSSTox Substance ID: DTXSID50466374
• Mol file: 75772-01-9.mol

Synonyms:75772-01-9;((Benzyloxy)methyl)triphenylphosphonium chloride;Phosphonium, triphenyl[(phenylmethoxy)methyl]-, chloride;triphenyl(phenylmethoxymethyl)phosphanium;chloride;[(Benzyloxy)methyl](triphenyl)phosphonium chloride;MFCD00134180;[(Benzyloxy)methyl]triphenylphosphonium Chloride;(Benzyloxymethyl)triphenylphosphonium chloride;SCHEMBL5510537;DTXSID50466374;AKOS025296112;SY127549;CS-0037609;((Benzyloxy)methyl)triphenylphosphoniumchloride;W11596;[(Benzyloxy)methyl](triphenyl)phosphanium chloride

Chemical Property of ((Benzyloxy)methyl)triphenylphosphonium chloride

Chemical Property:

• Melting Point: 168-174°C
• Storage Temp.: 2-8°C
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 7
• Exact Mass: 418.1253301
• Heavy Atom Count: 29
• Complexity: 380

Purity/Quality:

97% ^*data from raw suppliers

Triphenylbenzyloxymethylphosphonium chloride 97% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COC[P+](C2=CC=CC=C2)(C3=CC=CC=C3)C4=CC=CC=C4.[Cl-]

Technology Process of ((Benzyloxy)methyl)triphenylphosphonium chloride

There total 2 articles about ((Benzyloxy)methyl)triphenylphosphonium chloride 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: 95.0%

Benzyloxymethyl chloride (3587-60-8) + triphenylphosphine (603-35-0) → [(benzyloxy)methyl](triphenyl)phosphonium chloride (75772-01-9)

Guidance literature:

In toluene; at 100 ℃; for 20h; Solvent; Inert atmosphere;

Reference yield:

benzyl alcohol (100-51-6,185532-71-2) → [(benzyloxy)methyl](triphenyl)phosphonium chloride (75772-01-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / gas. HCl / 4 - 8 °C

2: 90 - 100 °C

With hydrogenchloride;

Reference yield: 96.0%

(3aR,5S,5aR,8aS,8bR)-2,2,7,7-Tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-5-carbaldehyde (4933-77-1) + [(benzyloxy)methyl](triphenyl)phosphonium chloride (75772-01-9) → 7-O-benzyl-6-deoxy-1,2:3,4-di-O-isopropylidene-α-D-galactoheptopyranose

Guidance literature:

[(benzyloxy)methyl](triphenyl)phosphonium chloride; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h;

(3aR,5S,5aR,8aS,8bR)-2,2,7,7-Tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-5-carbaldehyde; In tetrahydrofuran; at 20 ℃;

With 20% palladium hydroxide-activated charcoal; hydrogen; In methanol; for 1h;

DOI:10.1021/acs.joc.7b01752

upstream raw materials:

Benzyloxymethyl chloride

triphenylphosphine

benzyl alcohol

Downstream raw materials:

5-O-benzoyl-1,2-O-isopropylidene-3-C-<(benzyloxy)methylene>-α-D-ribofuranose

(1EZ,3R,4S,5S,6R,7R,8R)-1-Benzoyloxy-7-<(1,1-dimethylethyl)dimethylsilyloxy>-8-(4-methoxybenzyloxy)-3,5,7-trimethyl-4,6-(2,4,6-trimethylbenzylidenedioxy)dec-1-ene

2-((E)-4-Benzyloxy-but-3-enyl)-1-bromo-4-methoxy-benzene

(benzyloxymethylene)-triphenylphosphorane