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1-Butanol → HCID 58155231, compound

HRID 1929469
Notes
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Reaction equation

HRID 1929469 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([F:8])=[C:4]([C:9]([CH:15]2[CH2:17][CH2:16]2)([N:12]=[C:13]=[O:14])[CH2:10]I)[CH:3]=1.C(N(CC)CC)C.C([OH:29])CCC>>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([F:8])=[C:4]([C:9]2([CH:15]3[CH2:17][CH2:16]3)[CH2:10][O:14][C:13](=[O:29])[NH:12]2)[CH:3]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 3

HCID 2631-ButanolHCID 8471TriethylamineHCID 86651219HCID 86651219, compound

Product 1

HCID 58155231HCID 58155231, compound

Procedure

A solution of the crude (RS)-4-bromo-2-(1-cyclopropyl-2-iodo-1-isocyanato-ethyl)-1-fluoro-benzene (6.40 g, 16 mmol) in tent-butanol (200 ml) was treated at 23° C. with triethylamine (2.16 ml, 16 mmol) and the mixture was stirred overnight at reflux. For the workup, the reaction mixture was evaporated at reduced pressure to yield the crude title compound as a yellow oil which was directly used in the next step. Mass (calculated) C12H11BrFNO2 [300.126]; (found) [M+H]+=300, [M+2-H]+=302.

Workup

  1. temperatureat reflux
  • customFor the workup, the reaction mixture was evaporated at reduced pressure
  • Sources & evidence

    ORD record
    ord-b3373c57c0ef4c08a36eb44775b07ffe
    Source dataset
    uspto-grants-2012_05
    DOI
    10.6084/m9.figshare.5104873.v1
    Patent number
    US08188079B2

    Reaction notes

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    On this pageParticipantsProcedureWorkupSources & evidenceReaction notes