Potassium Carbonate → HCID 54353582、化合物

HRID 223768

反応式

HRID 223768 の反応式
[C:1]([C:5]1[CH:6]=[C:7]([CH:10]=[CH:11][CH:12]=1)[CH:8]=O)([O:3][CH3:4])=[O:2].[Br-].[C:14]([C:18]1[CH:19]=[C:20]([CH:41]=[CH:42][CH:43]=1)[CH2:21][P+](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)([O:16][CH3:17])=[O:15].C(=O)([O-])[O-].[K+].[K+]>[I-].C([N+](CCCC)(CCCC)CCCC)CCC.ClCCl>[C:1]([C:5]1[CH:6]=[C:7]([CH:8]=[CH:21][C:20]2[CH:41]=[CH:42][CH:43]=[C:18]([C:14]([O:16][CH3:17])=[O:15])[CH:19]=2)[CH:10]=[CH:11][CH:12]=1)([O:3][CH3:4])=[O:2]

参加物

6

反応物 3

HCID 11430Potassium CarbonateHCID 639145Methyl 3-formylbenzoateHCID 10051285Phosphonium, [[3-(methoxycarbonyl)phenyl]methyl]triphenyl-, bromide

生成物 1

HCID 54353582HCID 54353582、化合物収率 82.3%

試薬・触媒・溶媒 2

HCID 67553Tetrabutylammonium Iodide触媒HCID 6344Dichloromethane溶媒

実験手順

To a mixture of 49.2 g (0.3 mole) of m-carbomethoxybenzaldehyde, 221 g (0.45 mole) of m-carbomethoxybenzyl triphenyl phosphonium bromide and 1.0 g of tetrabutyl ammonium iodide in 500 ml of dichloromethane, 500 ml of 50% solution of potassium carbonate was added. The mixture was stirred at room temperature for 3 hr. The alkaline layer was separated, extracted with dichloromethane and the combined organic solvent was washed with plenty of water and dried. Evaporation of the solvent and recrystallization of the residue from ether gave 73.2 g of white needles of predominantly transisomer. Yield 82%. m.p. softens at 64° C. and melts at 105°-107° C. The infrared spectrum showed absorption at 1720 cm-1 (COOCH3), 1675 cm-1 (trans c=c), 965 cm-1 (trans c=c) and 670 cm-1 (weak cis c=c). NMR (CDCl3) showed 3.9-4.0 (d. COOCH3, 6) 67-72 (d, CH=CH, 2) and 7.3-8.4 (m, aromatic, 8). Anal. calcd. for C18H16O4 : C, 72.97%, H, 5.40. Found: C, 73.02%, H, 5.41%.

後処理

  1. additionwas added
  2. customThe alkaline layer was separated
  3. extractionextracted with dichloromethane
  4. washthe combined organic solvent was washed with plenty of water
  5. customdried
  6. customEvaporation of the solvent and recrystallization of the residue from ether

出典と根拠

ORDレコード
ord-422948f4f0454b159875da2801ece371
出典データセット
uspto-grants-1982_10
特許番号
US04356292

関連ノート

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