1,5-Dibromopentane → HCID 23045080, compound

HRID 2108023Notes

Reaction equation

HRID 2108023 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[CH2:7][CH2:8][CH2:9][OH:10].[Br:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16]Br>C(OCC)(=O)C>[Br:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][O:10][CH2:9][CH2:8][CH2:7][C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][N:1]=1

Participants

4

Reactant 2

HCID 81001,5-DibromopentaneHCID 72922Pyripropanol

Product 1

HCID 23045080HCID 23045080, compoundYield 52.7%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

From 2-pyridinepropanol (5 g) and 1,5-dibromopentane (24.83 g), stirring the reaction mixture under nitrogen for 5 h, and using ethyl acetate for extraction. FCC eluting with cyclohexane→cyclohexane-ethyl acetate (9:1) gave the title compound as a yellow oil (5.5 g), t.l.c. (cyclohexane-ethyl acetate 9:1) Rf 0.15.

Workup

  1. extractionfor extraction
  2. washFCC eluting with cyclohexane→cyclohexane-ethyl acetate (9:1)

Sources & evidence

ORD record
ord-349b7319ad3e4482b521f273deed8f8b
Source dataset
uspto-grants-1990_06
Patent number
US04937251

Reaction notes

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