1,4-Dioxaspiro[4.5]decan-8-one → 8-(3-fluorophenyl)-N,N-dimethyl-1,4-dioxaspiro[4.5]decan-8-amine

HRID 2059909Notes

Reaction equation

HRID 2059909 reaction equation
[O:1]1[C:5]2([CH2:10][CH2:9][C:8](=O)[CH2:7][CH2:6]2)[O:4][CH2:3][CH2:2]1.[F:12][C:13]1[CH:18]=[CH:17][C:16]([Mg]Cl)=[CH:15][CH:14]=1.[CH3:21][N:22](C)[C:23]1(C2C=CC=CC=2)CCC2(CCNCC2)CC1>>[F:12][C:13]1[CH:18]=[C:17]([C:8]2([N:22]([CH3:23])[CH3:21])[CH2:9][CH2:10][C:5]3([O:4][CH2:3][CH2:2][O:1]3)[CH2:6][CH2:7]2)[CH:16]=[CH:15][CH:14]=1

Participants

4

Reactant 3

HCID 5674151,4-Dioxaspiro[4.5]decan-8-oneHCID 59311794HCID 59311794, compoundHCID 178505844HCID 178505844, compound

Product 1

HCID 574751108-(3-fluorophenyl)-N,N-dimethyl-1,4-dioxaspiro[4.5]decan-8-amine

Procedure

The reaction was performed starting from 1,4-dioxaspiro[4.5]decan-8-one and 4-fluorophenylmagnesium chloride (1 M in hexane) in an analogous manner to stage 1 amine (A1).

Sources & evidence

ORD record
ord-e9c37336c01a403c9556393d9c38fe48
Source dataset
uspto-grants-2012_10
Patent number
US08278319B2

Reaction notes

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