1-Bromo-3-chloropropane → 4-(3-Chloro-propyl)-thiomorpholine

HRID 272817Notes

Reaction equation

HRID 272817 reaction equation
[NH:1]1[CH2:6][CH2:5][S:4][CH2:3][CH2:2]1.[OH-].[Na+].Br[CH2:10][CH2:11][CH2:12][Cl:13]>CC(C)=O>[Cl:13][CH2:12][CH2:11][CH2:10][N:1]1[CH2:6][CH2:5][S:4][CH2:3][CH2:2]1

Participants

5

Reactant 3

HCID 80061-Bromo-3-chloropropaneHCID 14798Sodium HydroxideHCID 67164Thiomorpholine

Product 1

HCID 230916864-(3-Chloro-propyl)-thiomorpholineYield 96.5%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

Thiomorpholine (5 g, 49 mmol), acetone (15 ml, 3 vol), 5M NaOH solution (11.8 ml) and 1-bromo-3-chloropropane (11.6 g, 73.5 mmol, 1.5 eq.) were reacted together according to general procedure A to give the title compound (8.5 g, 96%) as a pale yellow oil.

Sources & evidence

ORD record
ord-0de879639380460ab571aaaf6ace88de
Source dataset
uspto-grants-2008_11
Patent number
US07456164B2

Reaction notes

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