Water → HCID 23365347, compound

HRID 1032460Notes

Reaction equation

HRID 1032460 reaction equation
[Cl:1][C:2]1[CH:22]=[CH:21][C:5]([CH2:6][C:7](O)([CH2:14][N:15]2[CH:19]=[N:18][CH:17]=[N:16]2)[CH2:8][N:9]2[CH:13]=[N:12][CH:11]=[N:10]2)=[CH:4][CH:3]=1.C(N(S(F)(F)[F:29])CC)C.O>C(Cl)(Cl)Cl>[Cl:1][C:2]1[CH:22]=[CH:21][C:5]([CH2:6][C:7]([F:29])([CH2:14][N:15]2[CH:19]=[N:18][CH:17]=[N:16]2)[CH2:8][N:9]2[CH:13]=[N:12][CH:11]=[N:10]2)=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 962WaterHCID 123472(Diethylamino)sulfur trifluorideHCID 23365302HCID 23365302, compound

Product 1

HCID 23365347HCID 23365347, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

2-(4-Chlorobenzyl)1,3-bis(1,2,4-triazol-1-yl)2-propanol (0.318g) was added to a solution of diethylamino sulphur trifluoride (0.128g) in chloroform (15ml), and the resulting yellow solution was stirred at room temperature for 3.5 hr. The mixture was then poured into water and the organic layer was separated, washed with water, dried, and evaporated to dryness. The yellow oil so obtained was purified by chromatography on a 25cm silica (Merck "Lobar") column, eluting with 3% v/v methanol in chloroform, to give a colourless oil which was crystallised from diethyl ether to give 2-(4-chlorobenzyl)-2-fluoro-1,3-bis(1,2,4-triazol-1-yl) propane, m.p. 161-163°.

Workup

  1. customthe organic layer was separated
  2. washwashed with water
  3. customdried
  4. customevaporated to dryness
  5. customThe yellow oil so obtained
  6. customwas purified by chromatography on a 25cm silica (Merck "Lobar") column
  7. washeluting with 3% v/v methanol in chloroform
  8. customto give a colourless oil which
  9. customwas crystallised from diethyl ether

Sources & evidence

ORD record
ord-967befec936240d28c2b40c51714cbdd
Source dataset
uspto-grants-1990_09
Patent number
US04957934

Reaction notes

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