HCID 69205592, compound → 3-(4-Aminobenzyl)-3-pentanol

HRID 30661Notes

Reaction equation

HRID 30661 reaction equation
[CH2:1]([C:3]([OH:24])([CH2:22][CH3:23])[CH2:4][C:5]1[CH:10]=[CH:9][C:8]([NH:11]C(=O)OCC2C=CC=CC=2)=[CH:7][CH:6]=1)[CH3:2]>[C].[Pd].O1CCCC1>[NH2:11][C:8]1[CH:7]=[CH:6][C:5]([CH2:4][C:3]([OH:24])([CH2:1][CH3:2])[CH2:22][CH3:23])=[CH:10][CH:9]=1

Participants

4

Reactant 1

HCID 69205592HCID 69205592, compound

Product 1

HCID 692088903-(4-Aminobenzyl)-3-pentanolYield 95%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 8028TetrahydrofuranSolvent

Procedure

A mixture of benzyl 4-(2-ethyl-2-hydroxybutyl)phenylcarbamate (6.30 g), 10% palladium carbon (5.0 g) and tetrahydrofuran (150 mL) was subjected to catalytic reduction under a hydrogen atmosphere at atmospheric pressure. The catalyst was removed by filtration, and the filtrate was concentrated to give 3-(4-aminobenzyl)-3-pentanol as colorless crystals (3.51 g, yield 95%). Recrystallization thereof from ethyl acetate-hexane gave colorless prism crystals. melting point: 85-86° C.

Workup

  1. customThe catalyst was removed by filtration
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-7d245f34957b49178ce30191b219e7f3
Source dataset
uspto-grants-2008_09
Patent number
US07423159B2

Reaction notes

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