N,N-bis(2-tert-butoxyethyl)-4-(3,3-dimethyl-1,5-dioxaspiro[5.5]undec-8-en-9-yl)aniline

Base Information

• Chemical Name: N,N-bis(2-tert-butoxyethyl)-4-(3,3-dimethyl-1,5-dioxaspiro[5.5]undec-8-en-9-yl)aniline
• CAS No.: 619261-14-2
• Molecular Formula: C₂₉H₄₇NO₄
• Molecular Weight: 473.696

Synonyms:N,N-bis(2-tert-butoxyethyl)-4-(3,3-dimethyl-1,5-dioxaspiro[5.5]undec-8-en-9-yl)aniline

Chemical Property of N,N-bis(2-tert-butoxyethyl)-4-(3,3-dimethyl-1,5-dioxaspiro[5.5]undec-8-en-9-yl)aniline

Chemical Property:

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Technology Process of N,N-bis(2-tert-butoxyethyl)-4-(3,3-dimethyl-1,5-dioxaspiro[5.5]undec-8-en-9-yl)aniline

There total 2 articles about N,N-bis(2-tert-butoxyethyl)-4-(3,3-dimethyl-1,5-dioxaspiro[5.5]undec-8-en-9-yl)aniline 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:

3,3-dimethyl-9-{4-[N,N-bis(2-tert-butoxyethyl)amino]phenyl}-1,5-dioxaspiro[5.5]undecan-9-ol (619261-13-1) → N,N-bis(2-tert-butoxyethyl)-4-(3,3-dimethyl-1,5-dioxaspiro[5.5]undec-8-en-9-yl)aniline (619261-14-2)

Guidance literature:

With toluene-4-sulfonic acid; In toluene; Heating;

DOI:10.1002/ejoc.200200693

Reference yield:

4-bromo-N,N-bis(2-tert-butoxyethyl)aniline (681028-85-3) → N,N-bis(2-tert-butoxyethyl)-4-(3,3-dimethyl-1,5-dioxaspiro[5.5]undec-8-en-9-yl)aniline (619261-14-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-butyllithium / hexane; tetrahydrofuran / 2 h / -78 °C

1.2: hexane; tetrahydrofuran / -60 - 20 °C

2.1: p-toluenesulfonic acid monohydrate / toluene / Heating

With n-butyllithium; toluene-4-sulfonic acid; In tetrahydrofuran; hexane; toluene;

DOI:10.1002/ejoc.200200693

Reference yield: 66.0%

N,N-bis(2-tert-butoxyethyl)-4-(3,3-dimethyl-1,5-dioxaspiro[5.5]undec-8-en-9-yl)aniline (619261-14-2) → N,N-bis(2-tert-butoxyethyl)-4-(3,3-dimethyl-1,5-dioxaspiro[5.5]undecan-9-yl)aniline (672306-05-7)

Guidance literature:

With hydrogen; 10percent Pd/C; In tetrahydrofuran; ethanol; for 48h; under 760.051 Torr;

DOI:10.1002/ejoc.200200693

upstream raw materials:

3,3-dimethyl-9-{4-[N,N-bis(2-tert-butoxyethyl)amino]phenyl}-1,5-dioxaspiro[5.5]undecan-9-ol

4-bromo-N,N-bis(2-tert-butoxyethyl)aniline

Downstream raw materials:

N,N-bis(2-tert-butoxyethyl)-4-(3,3-dimethyl-1,5-dioxaspiro[5.5]undecan-9-yl)aniline

4-{4-[N,N-bis(2-hydroxyethyl)amino]phenyl}cyclohexanone

(4-{4-[bis(2-hydroxyethyl)amino]phenyl}cyclohexylidene)malononitrile

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