4-Hydroxybenzaldehyde → 4-Formylphenyl 4-(dodecyloxy)benzoate

HRID 417778

反応式

HRID 417778 の反応式
[CH2:1]([O:11][C:12]1[CH:28]=[CH:27][C:15]([C:16]([O:18][C:19]2[CH:24]=[CH:23][C:22]([CH:25]=[O:26])=[CH:21][CH:20]=2)=[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].[CH2:29](OC1C=CC(C(OC)=O)=CC=1)[CH2:30]CCCCCCCCCC.[OH-].[K+].C(Cl)(=O)C(Cl)=O.OC1C=CC(C=O)=CC=1.C(N(CC)CC)C>CN(C1C=CN=CC=1)C>[CH2:1]([O:11][C:12]1[CH:28]=[CH:27][C:15]([C:16]([O:18][C:19]2[CH:24]=[CH:23][C:22]([CH:25]=[O:26])=[CH:21][CH:20]=2)=[O:17])=[CH:14][CH:13]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:29][CH3:30]

参加物

8

反応物 6

HCID 1264-HydroxybenzaldehydeHCID 8471TriethylamineHCID 14797Potassium HydroxideHCID 65578Oxalyl chlorideHCID 592397Methyl 4-(dodecyloxy)benzoateHCID 133211564-Formylphenyl 4-(decyloxy)benzoate

生成物 1

HCID 141726944-Formylphenyl 4-(dodecyloxy)benzoate

試薬・触媒・溶媒 1

HCID 142844-(Dimethylamino)pyridine触媒

実験手順

Synthesized as described above for compound 10. Quantities: 2 (9.58 g, 30 mmol), KOH (2.34, 42 mmol), oxalyl chloride (12 mL, 140 mmol), p-hydroxybenzaldehyde (4.38 g, 36 mmol), triethylamine (32 mL, 0.23 mol), DMAP (0.19 g, 1.6 mmol). Yield 11.6 g (97%). 1H NMR: δH (CDCl3; 300 MHz): 0.89 (3 H, t, 3J=6.9 Hz, CH3), 1.21-1.51 (18 H, m, CH2), 1.83 (2 H, m, O—CH2—CH2), 4.05 (2 H, t, 3J=6.6 Hz, O—CH2), 6.99 (2 H, d, 3J=9.0 Hz, Ar—H), 7.40 (2 H, d, 3J=8.5 Hz, Ar—H), 7.97 (2 H, d, 3J=8.6 Hz, Ar—H), 8.16 (2 H, d, 3J=9.0 Hz, Ar—H), 10.0 (1 H, s, COH). 13C NMR: δC (CDCl3; 75 MHz): 14.5, 23.1, 26.4, 29.5, 29.6, 29.7, 32.2, 68.8, 114.8, 121.2, 123.0, 131.6, 132.8, 134.3, 156.3, 164.3, 164.6, 191.4.

後処理

  1. customSynthesized

出典と根拠

ORDレコード
ord-d39ef36477b348b68f291b933db1eced
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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