Chloroacetyl chloride → HCID 737111, compound

HRID 1589273Notes

Reaction equation

HRID 1589273 reaction equation
[Cl:1][CH2:2][C:3](Cl)=[O:4].[C:6]12([OH:16])[CH2:15][CH:10]3[CH2:11][CH:12]([CH2:14][CH:8]([CH2:9]3)[CH2:7]1)[CH2:13]2>C(Cl)(Cl)Cl>[Cl:1][CH2:2][C:3]([O:16][C:6]12[CH2:13][CH:12]3[CH2:11][CH:10]([CH2:9][CH:8]([CH2:14]3)[CH2:7]1)[CH2:15]2)=[O:4]

Participants

4

Reactant 2

HCID 6577Chloroacetyl chlorideHCID 641521-Adamantanol

Product 1

HCID 737111HCID 737111, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

There was added slowly at 10° C. and under nitrogen 24 ml of chloracetyl chloride to 30.5 g (0.2 mole) of 1-adamantanol and 12 g of magnesia in suspension in 400 ml of chloroform; it was then brought under reflux for some hours. It was cooled, the inorganic material was filtered off and the solvent evaporated. The crude product was crystallized in hexane. 90% of the product melting 79° C. (capillary) was obtained.

Workup

  1. temperatureunder reflux for some hours
  2. temperatureIt was cooled
  3. filtrationthe inorganic material was filtered off
  4. customthe solvent evaporated
  5. customThe crude product was crystallized in hexane
  6. custommelting 79° C.
  7. customwas obtained

Sources & evidence

ORD record
ord-590c3a0b074644f9b9ae2bafc2e6d21b
Source dataset
uspto-grants-1986_02
Patent number
US04568754

Reaction notes

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