Hydrochloric Acid → 1,1,1-Trichloro-4-methylpent-4-en-2-ol

HRID 359161Notes

Reaction equation

HRID 359161 reaction equation
[O:1]=[CH:2][C:3]([Cl:6])([Cl:5])[Cl:4].[CH3:7][C:8](=[CH2:10])[CH3:9].Cl>O>[Cl:4][C:3]([Cl:6])([Cl:5])[CH:2]([OH:1])[CH2:9][C:8]([CH3:10])=[CH2:7]

Participants

5

Procedure

To 97.5 ml. (1 mole) of anhydrous chloral 0.5 g. of ferric chloride hexahydrate is added. To the obtained yellow clear solution 58-59 g. of isobutylene are introduced so that the temperature does not exceed 15°-20° C. To the reaction mixture a mixture of 35 ml. of water and 15 ml. of concentrated hydrochloric acid is added and the layers are separated. The organic layer is washed with water, diluted with benzene and water is removed from the mixture in a vacuo of 100 Hgmm. 194.6 g. (96.5%) of 1,1,1-trichloro-4-methyl-4-pentene-2-ol are obtained. Active ingredient content: 98.2%. The product can be further purified by vacuum distillation.

Workup

  1. customdoes not exceed 15°-20° C
  2. additionTo the reaction mixture a mixture of 35 ml
  3. customthe layers are separated
  4. washThe organic layer is washed with water
  5. additiondiluted with benzene and water
  6. customis removed from the mixture in a vacuo of 100 Hgmm

Sources & evidence

ORD record
ord-0710bae4ab0d4694b48ddd04fba008b0
Source dataset
uspto-grants-1991_03
Patent number
US04999454

Reaction notes

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