(±)-2-(1'-benzyl-3,4-dihydrospiro[[2]benzopyran-1,4'-piperidin]-3-yl)ethanol

Base Information

Chemical Name:(±)-2-(1'-benzyl-3,4-dihydrospiro[[2]benzopyran-1,4'-piperidin]-3-yl)ethanol
CAS No.:477352-16-2
Molecular Formula:C₂₂H₂₇NO₂
Molecular Weight:337.462
Hs Code.:

Synonyms:(±)-2-(1'-benzyl-3,4-dihydrospiro[[2]benzopyran-1,4'-piperidin]-3-yl)ethanol

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Chemical Property of (±)-2-(1'-benzyl-3,4-dihydrospiro[[2]benzopyran-1,4'-piperidin]-3-yl)ethanol

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Technology Process of (±)-2-(1'-benzyl-3,4-dihydrospiro[[2]benzopyran-1,4'-piperidin]-3-yl)ethanol

There total 9 articles about (±)-2-(1'-benzyl-3,4-dihydrospiro[[2]benzopyran-1,4'-piperidin]-3-yl)ethanol 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: 96.0%

: 477352-13-9
C₂₄H₂₉NO₃

: 477352-16-2
(±)-2-(1'-benzyl-3,4-dihydrospiro[[2]benzopyran-1,4'-piperidin]-3-yl)ethanol

Guidance literature:: With lithium aluminium tetrahydride; In tetrahydrofuran; diethyl ether; at -15 ℃; for 2h;
DOI:10.1021/jm020889p

Reference yield: 17.0%

: (±)-2-(3,4-dihydrospiro[[2]benzopyran-1,4'-piperidin]-3-yl)ethanol

: 100-39-0
benzyl bromide

: 477352-16-2
(±)-2-(1'-benzyl-3,4-dihydrospiro[[2]benzopyran-1,4'-piperidin]-3-yl)ethanol

Guidance literature:: With potassium carbonate; In acetonitrile; for 20h; Reflux;
DOI:10.1016/j.bmc.2016.06.046

Reference yield:

: 477352-12-8
ethyl (E)-4-[2-(1-benzyl-4-hydroxypiperidin-4-yl)phenyl]but-2-enoate

: 477352-16-2
(±)-2-(1'-benzyl-3,4-dihydrospiro[[2]benzopyran-1,4'-piperidin]-3-yl)ethanol

Guidance literature:: Multi-step reaction with 2 steps

1: 50 percent / NaOtBu / CH₂Cl₂ / 24 h / 20 °C

2: 96 percent / LiAlH₄ / diethyl ether; tetrahydrofuran / 2 h / -15 °C

With lithium aluminium tetrahydride; sodium t-butanolate; In tetrahydrofuran; diethyl ether; dichloromethane; 1: Michael reaction;
DOI:10.1021/jm020889p