[2-(1,4-dioxa-spiro[4.5]dec-7-en-8-yl)-ethyl]-(2-iodo-benzyl)-amine

Base Information

• Chemical Name: [2-(1,4-dioxa-spiro[4.5]dec-7-en-8-yl)-ethyl]-(2-iodo-benzyl)-amine
• CAS No.: 612068-39-0
• Molecular Formula: C₁₇H₂₂INO₂
• Molecular Weight: 399.272
• Mol file: 612068-39-0.mol

Synonyms:[2-(1,4-dioxa-spiro[4.5]dec-7-en-8-yl)-ethyl]-(2-iodo-benzyl)-amine

Chemical Property of [2-(1,4-dioxa-spiro[4.5]dec-7-en-8-yl)-ethyl]-(2-iodo-benzyl)-amine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [2-(1,4-dioxa-spiro[4.5]dec-7-en-8-yl)-ethyl]-(2-iodo-benzyl)-amine

There total 9 articles about [2-(1,4-dioxa-spiro[4.5]dec-7-en-8-yl)-ethyl]-(2-iodo-benzyl)-amine 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: 55.0%

2-iodobenzaldehyde (26260-02-6) + 2-(1,4-dioxaspiro[4,5]dec-7-en-8-yl)-ethylamine (612068-38-9) → [2-(1,4-dioxa-spiro[4.5]dec-7-en-8-yl)-ethyl]-(2-iodo-benzyl)-amine (612068-39-0)

Guidance literature:

2-iodobenzaldehyde; 2-(1,4-dioxaspiro[4,5]dec-7-en-8-yl)-ethylamine; In dichloromethane; at 20 ℃; for 0.5h;

With sodium tetrahydroborate; In methanol; at 20 ℃; for 1h;

DOI:10.1016/j.tet.2004.09.044

Reference yield:

[2-(1,4-Dioxa-spiro[4.5]dec-7-en-8-yl)-ethyl]-[1-(2-iodo-phenyl)-meth-(Z)-ylidene]-amine → [2-(1,4-dioxa-spiro[4.5]dec-7-en-8-yl)-ethyl]-(2-iodo-benzyl)-amine (612068-39-0)

Guidance literature:

With sodium tetrahydroborate; In methanol; at 20 ℃; for 0.5h;

DOI:10.1002/jccs.200300071

Reference yield:

cyclohexanedione monoethylene ketal (4746-97-8) → [2-(1,4-dioxa-spiro[4.5]dec-7-en-8-yl)-ethyl]-(2-iodo-benzyl)-amine (612068-39-0)

Guidance literature:

Multi-step reaction with 6 steps

1: 93 percent / Zn powder / tetrahydrofuran / 8 h / Heating

2: 87 percent / LiAlH₄ / diethyl ether / 6 h / 20 °C

3: 38 percent / PPh₃; DEAD / tetrahydrofuran; hexane / 2 h / 20 °C

4: 92 percent / N₂H₄*H₂O / ethanol / 3 h / Heating

5: CH₂Cl₂ / 1 h / 20 °C

6: NaBH₄ / methanol / 0.5 h / 20 °C

With sodium tetrahydroborate; lithium aluminium tetrahydride; hydrazine hydrate; triphenylphosphine; zinc; diethylazodicarboxylate; In tetrahydrofuran; methanol; diethyl ether; ethanol; hexane; dichloromethane; 1: Reformatzky reaction / 3: Mitsunobu reaction;

DOI:10.1002/jccs.200300071

upstream raw materials:

2-iodobenzaldehyde

2-(1,4-dioxaspiro[4,5]dec-7-en-8-yl)-ethylamine

cyclohexanedione monoethylene ketal

8-(2-hydroxyethyl)-1,4-dioxaspiro[4,5]decan-8-ol