Myristyl bromide → 3,4-Bis(tetradecyloxy)benzoic acid methyl ester

HRID 248009

반응식

HRID 248009 반응식
[CH3:1][O:2][C:3](=[O:12])[C:4]1[CH:9]=[CH:8][C:7]([OH:10])=[C:6]([OH:11])[CH:5]=1.Br[CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH3:27].C(=O)([O-])[O-].[K+].[K+]>[I-].[K+].CC(=O)CC>[CH3:1][O:2][C:3](=[O:12])[C:4]1[CH:9]=[CH:8][C:7]([O:10][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH3:27])=[C:6]([O:11][CH2:27][CH2:26][CH2:25][CH2:24][CH2:23][CH2:22][CH2:21][CH2:20][CH2:19][CH2:18][CH2:17][CH2:16][CH2:15][CH3:14])[CH:5]=1

참가 물질

6

반응물 3

HCID 8208Myristyl bromideHCID 11430Potassium CarbonateHCID 287064Methyl 3,4-Dihydroxybenzoate

생성물 1

HCID 120485573,4-Bis(tetradecyloxy)benzoic acid methyl ester수율 98.6%

시약·촉매·용매 2

HCID 4875Potassium Iodide촉매HCID 6569Methyl Ethyl Ketone용매

실험 절차

A mixture of 15.0 g of product from Example 102, 53.2 g of 1-bromotetradecane, 37 g of potassium carbonate, 1.04 g of potassium iodide and 350 ml of 2-butanone is heated at reflux for 28.5 hours. The reaction is cooled to room temperature, filtered and the filtrate concentrated in vacuo. The residue is recrystallized from methylene chloride/hexane to give 49.33 g of the desired product.

후처리

  1. temperatureis heated
  2. temperatureat reflux for 28.5 hours
  3. filtrationfiltered
  4. concentrationthe filtrate concentrated in vacuo
  5. customThe residue is recrystallized from methylene chloride/hexane

출처 및 근거

ORD 기록
ord-1c278a233c4c4e89bb4e6d6464fbe472
출처 데이터셋
uspto-grants-1993_05
특허 번호
US05208247

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