Diethyl Ether → 3,5-Dimethyl-4-(3-ethynylpropoxy)benzoic acid

HRID 2165913노트

반응식

HRID 2165913 반응식
[CH3:1][C:2]1[CH:3]=[C:4]([CH:10]=[C:11]([CH3:19])[C:12]=1[O:13][CH2:14][CH2:15][CH2:16][C:17]#[CH:18])[C:5]([O:7]CC)=[O:6].[OH-].[Li+].[OH-].[Na+].CCOCC>CO.O.C(O)C>[CH3:1][C:2]1[CH:3]=[C:4]([CH:10]=[C:11]([CH3:19])[C:12]=1[O:13][CH2:14][CH2:15][CH2:16][C:17]#[CH:18])[C:5]([OH:7])=[O:6]

참가 물질

8

반응물 4

HCID 3283Diethyl EtherHCID 3939Lithium HydroxideHCID 14798Sodium HydroxideHCID 15057290Ethyl 3,5-dimethyl-4-(3-ethynylpropoxy)benzoate

생성물 1

HCID 150572913,5-Dimethyl-4-(3-ethynylpropoxy)benzoic acid수율 71.2%

시약·촉매·용매 3

HCID 702Ethanol용매HCID 887Methanol용매HCID 962Water용매

실험 절차

The ethyl ester of part (a) (7.4 g) was hydrolyzed, first with 0.9 g lithium hydroxide in 25 ml methanol and 10 ml water, stirred at room temperature for 3 days, and then with 50 ml 10% sodium hydroxide in 100 ml ethanol, heated at reflux for 2 hrs. The product was isolated by acidification, extraction with ether and concentration to give 4.7 g 3,5-dimethyl-4-(3-ethynylpropoxy)benzoic acid, m.p. 129°-130° C.

후처리

  1. temperatureat reflux for 2 hrs

출처 및 근거

ORD 기록
ord-9bf0ee4cf8d4410f82527c5185c46f2b
출처 데이터셋
uspto-grants-1990_07
특허 번호
US04942241

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