1-Butanol → HCID 58155231, compound

HRID 1929469Notes

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

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
  2. customFor the workup, the reaction mixture was evaporated at reduced pressure

Sources & evidence

ORD record
ord-b3373c57c0ef4c08a36eb44775b07ffe
Source dataset
uspto-grants-2012_05
Patent number
US08188079B2

Reaction notes

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