Geranyl 2-(2',4'-diisopropylbenzoyl)benzoate → 3,7-Dimethyl-6-octenyl(4-acetylphenyl) oxoacetate

HRID 840534Notes

Reaction equation

HRID 840534 reaction equation
C(C1C=CC=CC=1C(C1C=CC=CC=1C(O[CH2:13]/[CH:14]=[C:15](/[CH2:17][CH2:18][CH:19]=[C:20]([CH3:22])[CH3:21])\[CH3:16])=O)=O)(C)C.CC(CC)[C:33](=[O:47])[C:34]([O:36]CCC(C)CCC=C(C)C)=[O:35].O=C(CCC)C(OCCC(C)CCC=C(C)C)=O.C([C:71]1[CH:76]=[CH:75][C:74]([C:77](=[O:91])[C:78](OCCC(C)CCC=C(C)C)=O)=[CH:73][CH:72]=1)(=O)C.C(C1C=C(C(C)C)C=CC=1C(C1C=CC=CC=1C(OC/C=C(/CCC=C(C)C)\C)=O)=O)(C)C>CCCCCC>[O:47]=[CH:33][C:34]([O:36][C:71]1[C:72]([CH:13]=[CH:14][CH:15]([CH3:16])[CH2:17][CH2:18][CH2:19][CH:20]([CH3:21])[CH3:22])=[CH:73][C:74]([C:77](=[O:91])[CH3:78])=[CH:75][CH:76]=1)=[O:35]

Participants

7

Reactant 5

HCID 10961292Geranyl 2-(2',4'-diisopropylbenzoyl)benzoate6×HCID 129651833,7-Dimethyl-6-octenyl 2-oxopentanoateHCID 129651843,7-Dimethyl-6-octenyl 3-methyl-2-oxopentanoate4×HCID 12978131Geranyl 2-(2'-isopropylbenzoyl)benzoate6×HCID 129781343,7-Dimethyl-6-octenyl (4-acetylphenyl)oxoacetate

Product 1

HCID 1317231613,7-Dimethyl-6-octenyl(4-acetylphenyl) oxoacetate

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent

Procedure

UV/Vis (hexane): 384 (sh, 60), 367 (sh, 100), 343 (sh, 150), 310 (sh, 1230), 301 (sh, 1660), 266 (17910), 260 (18440). IR (neat): 3051w, 2964s, 2926s, 2872m, 2856m, 1736s, 1693s, 1607w, 1570m, 1500m, 1457m, 1434m, 1407m, 1379m, 1359m, 1318m, 1307m, 1260s, 1199s, 1176s, 1117w, 1075m, 992s, 959m, 861m, 832m. 1H NMR (360 MHz, CDCl3): 8.17-8.02 (m, 4H); 5.12-5.04 (m, 1H); 4.53-4.37 (m, 2H); 2.66 (s, 3H); 2.14-1.90 (m, 2H); 1.90-1.75 (m, 1H); 1.73-1.53 (m, 2H); 167 (s, 3H); 1.60 (s, 3H); 1.46-1.32 (m, 1H); 1.32-1.12 (m, 1H); 0.96 (d, J=6.3, 3H). 13C NMR (90.6 MHz, CDCl3): 197.19 (s); 185.55 (s); 163.25 (s); 141.33 (s); 135.67 (s); 131.57 (s); 130.28 (d); 128.56 (d); 124.34 (d); 65.19 (t); 36.91 (t); 35.26 (t); 29.43 (d); 26.94 (q); 25.70 (q); 25.35 (t); 19.37 (q); 17.67 (q). MS (EI): 330 (M+, 4); 312 (1); 302 (1); 281 (1); 269 (1); 194 (4); 193 (2); 183 (1); 176 (2); 165 (1); 161 (1); 155 (2); 149 (5); 148 (43); 147 (100); 138 (4); 137 (11); 133 (1); 132 (2); 123 (10); 120 (4); 119 (11); 110 (2); 109 (10); 105 (2); 104 (12); 96 (4); 95 (21); 91 (15); 83 (5); 82 (13); 81 (29); 77 (6); 76 (8); 69 (38); (5); 67 (11); 65 (3); 57 (3); 56 (3); 55 (12); 53 (3); 50 (3); 43 (15); 41 (30); 39 (5); 29 (4); 27 (3).

Sources & evidence

ORD record
ord-80729f3d2ef74d4a90702309e0962be5
Source dataset
uspto-grants-2002_04
Patent number
US06369026B1

Reaction notes

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