1-Bromo-4-(methylsulphonyl)benzene → HCID 22320754, compound

HRID 982737Notes

Reaction equation

HRID 982737 reaction equation
[CH3:1][S:2]([C:5]1[CH:10]=[CH:9][C:8](Br)=[CH:7][CH:6]=1)(=[O:4])=[O:3].[CH2:12]([OH:17])[CH2:13][CH2:14][C:15]#[CH:16]>>[CH3:1][S:2]([C:5]1[CH:10]=[CH:9][C:8]([C:16]#[C:15][CH2:14][CH2:13][CH2:12][OH:17])=[CH:7][CH:6]=1)(=[O:4])=[O:3]

Participants

3

Reactant 2

HCID 770141-Bromo-4-(methylsulphonyl)benzeneHCID 793464-Pentyn-1-ol

Product 1

HCID 22320754HCID 22320754, compound

Procedure

Preparation of the title compound with 4-bromophenyl methyl sulphone (5.87 g, 25 mmol) and 4-pentyn-1-ol ( 2.1 g, 25 mmol) according to the procedure in Example 18 yielded 5.12 g (87%) of yellow oil which was characterized as 5-(4-Methanesulfonylphenyl)pent-4-yn-1-ol: NMR (CDCl3) δ 1.88-1.93 (m, 2H), 2.56-2.60 (t, J=6.99, 2H), 3.04 (s, 3H), 3.80-3.84 (t, J=6.15, 2H), 7.56 (d, J=5.1, 2H ), 7.85 (d, J=4.8, 2H ). MS m/z 239 (M+H cald. for C12H14O3S 238.3)

Sources & evidence

ORD record
ord-6d5903ea3bbd4ce2b03bc36dfad5e485
Source dataset
uspto-grants-2005_03
Patent number
US06861445B2

Reaction notes

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