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

HRID 637538ノート

反応式

HRID 637538 の反応式
[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

参加物

5

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 14798Sodium Hydroxide溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-e21cb30aa3cf44298855365942312f14
出典データセット
uspto-grants-1985_12
特許番号
US04556737

反応ノート

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