Methylparaben → Methyl 4-(undec-10-enyloxy)benzoate

HRID 417772

反応式

HRID 417772 の反応式
[CH2:1]([O:11][C:12]1[CH:21]=[CH:20][C:15]([C:16]([O:18][CH3:19])=[O:17])=[CH:14][CH:13]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10].[C:22]([O-])([O-])=O.[K+].[K+].COC(=O)C1C=CC(O)=CC=1.BrCCCCCCCCCC=C>>[CH2:1]([O:11][C:12]1[CH:13]=[CH:14][C:15]([C:16]([O:18][CH3:19])=[O:17])=[CH:20][CH:21]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH:10]=[CH2:22]

参加物

5

反応物 4

HCID 7456MethylparabenHCID 11430Potassium CarbonateHCID 28414811-Bromo-1-undeceneHCID 3574987Methyl 4-(decyloxy)benzoate

生成物 1

HCID 12297216Methyl 4-(undec-10-enyloxy)benzoate

実験手順

Synthesized as described above for compound 1. Quantities: K2CO3 (9.08 g, 66 mmol), methyl-4-hydroxy-benzoate (5.00 g, 33 mmol), 11-bromo-1-undecene (7.6 mL, 34 mmol). Yield 10.1 g (quant). 1NMR: δH (CDCl3; 300 MHz): 1.24-1.52 (12 H, m, CH2), 1.80 (2 H, m, O—CH2—CH2), 2.04 (2 H, m, CH2═CH—CH2), 3.87 (3 H, s, OCH3), 4.00 (2 H, t, 3J=6.5 Hz, O—CH2), 4.95 (2 H, m, CH2═CH), 5.82 (1 H, m, CH2═CH), 6.90 (2 H, d, 3J=9.0 Hz, Ar—H), 7.97 (2 H, d, 3J=9.0 Hz, Ar—H). 13C NMR: δC (CDCl3; 75 MHz): 26.4, 29.3, 29.5, 29.7, 29.8, 29.9, 34.2, 52.2, 68.6, 114.45, 114.5, 122.7, 131.9, 139.6, 163.4, 167.3.

後処理

  1. customSynthesized

出典と根拠

ORDレコード
ord-934b424e81554bd59b2783e436dfa45f
出典データセット
uspto-grants-2012_01
特許番号
US08092712B2

関連ノート

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