6-(Chloromethyl)-2,3-dihydro-1,4-benzodioxine → HCID 54062527, compound

HRID 1004957Notes

Reaction equation

HRID 1004957 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]2[CH2:13][CH2:12][N:11]([C:14]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15])[CH2:10][CH:9]2[OH:21])=[CH:4][CH:3]=1.Cl[CH2:23][C:24]1[CH:33]=[CH:32][C:27]2[O:28][CH2:29][CH2:30][O:31][C:26]=2[CH:25]=1>>[O:28]1[C:27]2[CH:32]=[CH:33][C:24]([CH2:23][O:21][CH:9]3[CH:8]([C:5]4[CH:4]=[CH:3][C:2]([F:1])=[CH:7][CH:6]=4)[CH2:13][CH2:12][N:11]([C:14]([O:16][C:17]([CH3:18])([CH3:20])[CH3:19])=[O:15])[CH2:10]3)=[CH:25][C:26]=2[O:31][CH2:30][CH2:29]1

Participants

3

Reactant 2

HCID 52302876-(Chloromethyl)-2,3-dihydro-1,4-benzodioxineHCID 45074236Tert-butyl 4-(4-fluorophenyl)-3-hydroxypiperidine-1-carboxylate

Product 1

HCID 54062527HCID 54062527, compound

Procedure

In an analogous manner to that described in Example 1(g), by alkylating tert-butyl (3RS,4RS)-4-(4-fluorophenyl)-3-hydroxy-piperidine-1-carboxylate with 6-chloromethyl-2,3-dihydro-benzo[1,4]dioxin [Brit. Pat. 566732 (1943)] there was obtained tert-butyl (3RS,4RS)-3-(2,3-dihydro-benzo[1,4]dioxin-6-ylmethoxy)-4-(4-fluorophenyl)-piperidine-1-carboxylate as a colourless solid; MS: 444 (M+H)+ ;

Sources & evidence

ORD record
ord-b93d7f641bd94187a5223fb50e5dab85
Source dataset
uspto-grants-2000_04
Patent number
US06051712

Reaction notes

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