3-(Methylthio)-1-propanol → (3-(3-Bromo-2-methylphenoxy)propyl)(methyl)sulfane

HRID 237499

反応式

HRID 237499 の反応式
[Br:1][C:2]1[C:3]([CH3:9])=[C:4]([OH:8])[CH:5]=[CH:6][CH:7]=1.[CH3:10][S:11][CH2:12][CH2:13][CH2:14]O.C(P(CCCC)CCCC)CCC.N(C(N1CCCCC1)=O)=NC(N1CCCCC1)=O>O1CCCC1.O>[Br:1][C:2]1[C:3]([CH3:9])=[C:4]([CH:5]=[CH:6][CH:7]=1)[O:8][CH2:14][CH2:13][CH2:12][S:11][CH3:10]

参加物

7

反応物 4

HCID 104483-(Methylthio)-1-propanolHCID 13831TributylphosphineHCID 730421,1'-(Azodicarbonyl)dipiperidineHCID 111714303-Bromo-2-methylphenol

生成物 1

HCID 86697160(3-(3-Bromo-2-methylphenoxy)propyl)(methyl)sulfane

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

3-Bromo-2-methylphenol (0.10 g), 3-(methylthio)propanol (0.055 mL), tri-n-butyl phosphine (0.12 g) and 1,1′-(azodicarbonyl)dipiperidine (0.15 g) are stirred in tetrahydrofurane for 16 hours. Water is added and the mixture extracted with diethyl ether. The organic layer is washed with brine, dried (Na2SO4) and volatiles removed under reduced pressure. The product (80 mg) is obtained after column chromatography (silica gel, n-hexane/ethyl acetate gradient 100:0 to 50:50).

後処理

  1. extractionthe mixture extracted with diethyl ether
  2. washThe organic layer is washed with brine
  3. dry with materialdried (Na2SO4)
  4. customvolatiles removed under reduced pressure

出典と根拠

ORDレコード
ord-ef70e29ed21546b2a8527d437f2c62ee
出典データセット
uspto-grants-2014_02
特許番号
US08642585B2

関連ノート

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