2-(Methylsulfanyl)acetyl chloride → 2-{4-(2,3-Dihydroxypropoxy)phenoxy}ethyl methyl sulfide

HRID 637538노트

반응식

HRID 637538 반응식
[OH:1][CH:2]([CH2:12][OH:13])[CH2:3][O:4][C:5]1[CH:10]=[CH:9][C:8]([OH:11])=[CH:7][CH:6]=1.[CH3:14][S:15][CH2:16][C:17](Cl)=O>[OH-].[Na+].CO>[CH3:14][S:15][CH2:16][CH2:17][O:11][C:8]1[CH:9]=[CH:10][C:5]([O:4][CH2:3][CH:2]([OH:1])[CH2:12][OH:13])=[CH:6][CH:7]=1

참가 물질

5

반응물 2

HCID 111262562-(Methylsulfanyl)acetyl chlorideHCID 129410344-(2,3-Dihydroxypropoxy)phenol

생성물 1

HCID 133863712-{4-(2,3-Dihydroxypropoxy)phenoxy}ethyl methyl sulfide수율 87.2%

시약·촉매·용매 2

HCID 887Methanol용매HCID 14798Sodium Hydroxide용매

실험 절차

A 1.84 g quantity of 4-(2,3-dihydroxypropoxy)phenol was dissolved in 0.40 g of sodium hydroxide and 10 ml of 90% methanol. To the solution was added 1.11 g of 2-methylmercaptoacetyl chloride, and the mixture was refluxed for 6 hours. The reaction mixture was concentrated and the residue was extracted with chloroform. The chloroform layer was washed with water, dewatered with Glauber's salt and concentrated. The residue was recrystallized from benzene-petroleum ether, giving 2.25 g of 2-{4-(2,3-dihydroxypropoxy)phenoxy}ethyl methyl sulfide in 87.2% yield, M.P. 59° to 61° C.

후처리

  1. temperaturethe mixture was refluxed for 6 hours
  2. concentrationThe reaction mixture was concentrated
  3. extractionthe residue was extracted with chloroform
  4. washThe chloroform layer was washed with water
  5. concentrationconcentrated
  6. customThe residue was recrystallized from benzene-petroleum ether

출처 및 근거

ORD 기록
ord-e21cb30aa3cf44298855365942312f14
출처 데이터셋
uspto-grants-1985_12
특허 번호
US04556737

반응 노트

불러오는 중…