Propargyl alcohol → 3-[3-(4-Bromo-phenyl)-benzo[d]isothiazol-6-yl]-prop-2-yn-1-ol

HRID 270322Notes

Reaction equation

HRID 270322 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:12]3[CH:13]=[CH:14][C:15](OS(C(F)(F)F)(=O)=O)=[CH:16][C:11]=3[S:10][N:9]=2)=[CH:4][CH:3]=1.[CH2:25]([OH:28])[C:26]#[CH:27]>>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:12]3[CH:13]=[CH:14][C:15]([C:27]#[C:26][CH2:25][OH:28])=[CH:16][C:11]=3[S:10][N:9]=2)=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 7859Propargyl alcoholHCID 57428076Trifluoro-methanesulfonic acid 3-(4-bromo-phenyl)-benzo[d]isothiazol-6-yl ester

Product 1

HCID 223139303-[3-(4-Bromo-phenyl)-benzo[d]isothiazol-6-yl]-prop-2-yn-1-ol

Procedure

In analogy to example 13.1, Trifluoro-methanesulfonic acid 3-(4-bromo-phenyl)-benzo[d]isothiazol-6-yl ester and 2-propyn-1-ol were converted to yield 3-[3-(4-Bromo-phenyl)-benzo[d]isothiazol-6-yl]-prop-2-yn-1-ol as light brown solid, MS: 343 (MH+, 1Br).

Sources & evidence

ORD record
ord-8576961ae5e4418998cb7f4372617c5b
Source dataset
uspto-grants-2008_11
Patent number
US07449483B2

Reaction notes

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