Acetic Acid → HCID 16074362, compound

HRID 1815123Notes

Reaction equation

HRID 1815123 reaction equation
[CH2:1]([C:5]1([CH:20]2[CH2:24][CH2:23][CH2:22][CH2:21]2)[O:10][C:9](=[O:11])[CH:8]([S:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[C:7](=[O:19])[CH2:6]1)[CH2:2][C:3]#[CH:4].Br[C:26]1[CH:27]=[C:28]([OH:32])[CH:29]=[CH:30][CH:31]=1.CC(O)=O>CC#N>[CH:20]1([C:5]2([CH2:1][CH2:2][C:3]#[C:4][C:26]3[CH:31]=[CH:30][CH:29]=[C:28]([OH:32])[CH:27]=3)[O:10][C:9](=[O:11])[CH:8]([S:12][C:13]3[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=3)[C:7](=[O:19])[CH2:6]2)[CH2:24][CH2:23][CH2:22][CH2:21]1

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 115633-BromophenolHCID 16074361HCID 16074361, compound

Product 1

HCID 16074362HCID 16074362, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

The title compound was prepared analogously to Example 6 using 6-but-3-ynyl-6-cyclopentyl-3-phenylsulfanyl-dihydro-pyran-2,4-dione (described in Example 16) in place of 6-but-3-ynyl-6-dihydro-pyran-2,4-dione and 3-bromophenol in place of iodobenzene. 1H NMR (CDCl3): δ1.40-1.82 (m, 8H); δ2.14 (t, 1H, J=7.58 Hz); δ2.21-2.33 (m, 2H); δ0.40-2.56 (m, 2H); δ0.92 (dd, J1=17.94 Hz, J2=22.99 Hz, 2H); δ0.06-7.56 (m, 9H). Anal. Calcd. for C26H26O4S.0.2 AcOH. 1 MeCN: C, 69.95; H, 6.16; S, 6.85. Found C, 70.23; H, 6.58; S, 6.09. ESIMS (M+Na+): 457.

Sources & evidence

ORD record
ord-ded4938cb3794aaab539ec09a93aba20
Source dataset
uspto-grants-2005_04
Patent number
US06878727B2

Reaction notes

Loading…