Water → HCID 13120343, compound

HRID 64688

Reaction equation

HRID 64688 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[OH:8].[OH-].[K+].O.Cl[CH2:13][CH:14]([OH:18])[CH2:15][CH2:16][Cl:17]>C(O)(C)C>[Cl:17][CH2:16][CH2:15][CH:14]([OH:18])[CH2:13][O:8][C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=1[Cl:1]

Participants

6

Conditions

Temperature
50 °C

Procedure

To a mixture of 129 g. (1 mole) of 2-chlorophenol, 60 g. of potassium hydroxide, 100 ml. of water and 400 ml. of isopropanol was added 1.3 moles (185.9 g.) of 1,4-dichloro-2-butanol with stirring at 50° C. The resulting mixture was heated in a steam bath at 65° C. overnight and extracted with 300 ml. of isopropyl ether. The ether extract was washed successively with 1N sodium hydroxide, water and dried over sodium sulfate. The dried ether solution was concentrated and the oily residue was distilled under reduced pressure yielding 152 g. of an oily substance (b.p. 130°-131° C./0.01 mm.).

Workup

  1. additionTo a mixture of 129 g
  2. temperatureThe resulting mixture was heated in a steam bath at 65° C. overnight
  3. extractionextracted with 300 ml
  4. extractionThe ether extract
  5. washwas washed successively with 1N sodium hydroxide, water
  6. dry with materialdried over sodium sulfate
  7. concentrationThe dried ether solution was concentrated
  8. distillationthe oily residue was distilled under reduced pressure
  9. customyielding 152 g

Sources & evidence

ORD record
ord-3fb3bb36420a4dc8b445fa8ebd9d94c6
Source dataset
uspto-grants-1986_09
Patent number
US04609735

Linked notes

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