HCID 67198373, compound → HCID 67198386, compound

HRID 225467Notes

Reaction equation

HRID 225467 reaction equation
[ClH:1].C([N:9]1[CH2:15][CH2:14][CH2:13][C:12]([CH2:17][OH:18])([OH:16])[CH2:11][CH2:10]1)C1C=CC=CC=1.[H][H]>[C].[Pd].CCO>[ClH:1].[OH:18][CH2:17][C:12]1([OH:16])[CH2:13][CH2:14][CH2:15][NH:9][CH2:10][CH2:11]1

Participants

5

Reactant 2

HCID 67198373HCID 67198373, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 67198386HCID 67198386, compound

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

A solution of tert-butanol of N-methylmorpholine-N-oxide and osmium tetroxide was added to a mixture of 1-benzyl-4-methyleneazepane hydrochloride and THF-water and stirred at room temperature for 24 hours. Then the reaction solution was processed with 4M hydrochloric acid (HCl)-ethyl acetate (EtOAc) solution to give 1-benzyl-4-(hydroxymethyl)azepane-4-ol hydrochloride. 10% palladium carbon was added to a solution of EtOH of the obtained 1-benzyl-4-(hydroxymethyl)azepane-4-ol hydrochloride and stirred for six hours at room temperature under the hydrogen atmosphere to give 4-(hydroxymethyl)azepane-4-ol hydrochloride.

Sources & evidence

ORD record
ord-17e7c9b072c64bd5a1f4cbbe84194380
Source dataset
uspto-grants-2009_07
Patent number
US07557112B2

Reaction notes

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