5-Phenyl-1-pentyne → HCID 67327555, compound

HRID 451272Notes

Reaction equation

HRID 451272 reaction equation
[F:1][C:2]([F:22])([F:21])[O:3][C:4]1[CH:9]=[CH:8][C:7](OS(C2C=CC(C)=CC=2)(=O)=O)=[CH:6][CH:5]=1.[CH2:23]([C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1)[CH2:24][CH2:25][C:26]#[CH:27]>CCCCCCC>[C:28]1([CH2:23][CH2:24][CH2:25][C:26]#[C:27][C:6]2[CH:5]=[C:4]([O:3][C:2]([F:1])([F:21])[F:22])[CH:9]=[CH:8][CH:7]=2)[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1

Participants

4

Reactant 2

HCID 745735-Phenyl-1-pentyneHCID 18424495Toluene-4-sulfonic acid 4-trifluoromethoxy-phenyl ester

Product 1

HCID 67327555HCID 67327555, compound

Reagents, catalysts & solvents 1

HCID 8900HeptaneSolvent

Procedure

This product was prepared from toluene-4-sulfonic acid 4-trifluoromethoxy-phenyl ester and pent-4-ynyl-benzene. Chromatography eluent: heptane; yield (140 mg, 93%); 1H NMR δ (CDCl3): 7.41 (d, J=8.32 Hz, 2H), 7.38-7.28 (m, 2H), 7.27-7.18 (m, 3H), 7.21 (d, J=8.34 Hz, 2H), 2.77 (t, J=7.12 Hz, 2H), 2.45 (t, J=7.13 Hz, 2H), 1.93 (p, J=7.21 Hz, 2H); LCMS m/z: 300.

Workup

  1. customyield (140 mg, 93%)

Sources & evidence

ORD record
ord-aa64fe7903bd46d0bae120cc92c03264
Source dataset
uspto-grants-2013_07
Patent number
US08487109B2

Reaction notes

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