6-[(Benzyloxy)methyl]-1,4-dioxaspiro[4.4]nonane

Base Information

• Chemical Name: 6-[(Benzyloxy)methyl]-1,4-dioxaspiro[4.4]nonane
• CAS No.: 88733-69-1
• Molecular Formula: C15H20O3
• Molecular Weight: 248.322
• DSSTox Substance ID: DTXSID90520686
• Mol file: 88733-69-1.mol

Synonyms:88733-69-1;6-[(Benzyloxy)methyl]-1,4-dioxaspiro[4.4]nonane;SCHEMBL9403491;DTXSID90520686;HDLLSQBZCGMFIO-UHFFFAOYSA-N;6-Benzyloxymethyl-1,4-dioxaspiro[4.4]nonane

Chemical Property of 6-[(Benzyloxy)methyl]-1,4-dioxaspiro[4.4]nonane

Chemical Property:

• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 248.14124450
• Heavy Atom Count: 18
• Complexity: 255

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CC(C2(C1)OCCO2)COCC3=CC=CC=C3

Technology Process of 6-[(Benzyloxy)methyl]-1,4-dioxaspiro[4.4]nonane

There total 4 articles about 6-[(Benzyloxy)methyl]-1,4-dioxaspiro[4.4]nonane 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: 69.0%

(1,4-dioxa-spiro[4.4]non-6-yl)-methanol (23153-74-4) + benzyl bromide (100-39-0) → 6-benzyloxymethyl-1,4-dioxaspiro[4,4]nonane (88733-69-1)

Guidance literature:

(1,4-dioxa-spiro[4.4]non-6-yl)-methanol; With sodium hydride; In tetrahydrofuran; at 20 ℃; for 0.5h;

benzyl bromide; In tetrahydrofuran; for 28h; Heating;

DOI:10.1002/adsc.200505048

Reference yield:

(1,4-dioxa-spiro[4.4]non-6-yl)-methanol (23153-74-4) + SiO2 gel + benzyl chloride (100-44-7) → 6-benzyloxymethyl-1,4-dioxaspiro[4,4]nonane (88733-69-1)

Guidance literature:

With tetra-(n-butyl)ammonium iodide; In tetrahydrofuran; hexane; ethyl acetate;

Reference yield:

ethyl 1,4-dioxaspiro[4,4]nonane-6-carboxylate (23153-73-3) → 6-benzyloxymethyl-1,4-dioxaspiro[4,4]nonane (88733-69-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 83 percent / LiAlH₄ / diethyl ether / 1.5 h / Heating

2.1: NaH / tetrahydrofuran / 0.5 h / 20 °C

2.2: 69 percent / tetrahydrofuran / 28 h / Heating

With lithium aluminium tetrahydride; sodium hydride; In tetrahydrofuran; diethyl ether;

DOI:10.1002/adsc.200505048

upstream raw materials:

(1,4-dioxa-spiro[4.4]non-6-yl)-methanol

benzyl bromide

ethyl 1,4-dioxaspiro[4,4]nonane-6-carboxylate

2-ethoxycarbonyl-1-cyclopentanone

Downstream raw materials:

(+/-)-2-(benzyloxymethyl)cyclopentanone

(R)-6-(benzyloxymethyl)-tetrahydropyran-2-one

Benzoic acid 1,4-dioxa-spiro[4.4]non-6-ylmethyl ester