Aluminium lithium hydride → HCID 23294239, compound

HRID 1955209Notes

Reaction equation

HRID 1955209 reaction equation
[Cl:1][C:2]1[CH:24]=[C:23]([CH2:25][C:26](OCC)=[O:27])[CH:22]=[CH:21][C:3]=1[O:4][CH2:5][CH2:6][N:7]1[CH2:12][CH2:11][CH:10]([CH2:13][C:14]2[CH:19]=[CH:18][C:17]([Cl:20])=[CH:16][CH:15]=2)[CH2:9][CH2:8]1.[H-].[H-].[H-].[H-].[Li+].[Al+3]>>[Cl:20][C:17]1[CH:16]=[CH:15][C:14]([CH2:13][CH:10]2[CH2:11][CH2:12][N:7]([CH2:6][CH2:5][O:4][C:3]3[CH:21]=[CH:22][C:23]([CH2:25][CH2:26][OH:27])=[CH:24][C:2]=3[Cl:1])[CH2:8][CH2:9]2)=[CH:19][CH:18]=1

Participants

3

Reactant 2

HCID 21226445Aluminium lithium hydrideHCID 23294531HCID 23294531, compound

Product 1

HCID 23294239HCID 23294239, compound

Procedure

The title compound was prepared from reduction of 1-[2-(2-chloro-4-ethoxycarbonylmethylphenoxy)ethyl]-4-(4-chlorobenzyl)piperidine (450.3 mg, 1.0 mmol) by LiAlH4 (38 mg, 1.0 mmol) as oily product (298 mg). 1H NMR (CD3OD) 1.248 (m, 2 H), 1.374 (s, 1 H), 1.572 (m, 4 H), 2.530 (m, 2 H), 2.677 (m, 1 H), 2.782 (m, 2 H), 2.991-3.139 (m, 4 H), 3.828 (m, 2 H), 4.131 (m, 2 H), 6.868 (m, 1 H), 7.103 (m, 2 H), 7.233 (m, 4 H). HRMS Calcd for C22H2735Cl2NO2 : 407.1435; Found: 407.1427.

Sources & evidence

ORD record
ord-706b7c8ecede49188838a64a29edea01
Source dataset
uspto-grants-2000_09
Patent number
US06124323

Reaction notes

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