Acetyl chloride → Hydrochloric Acid

HRID 2260155Notes

Reaction equation

HRID 2260155 reaction equation
[CH2:1]([C@@H:8]1[C@@H:12]2[C:13](=[O:17])[CH2:14][CH2:15][CH2:16][C@@H:11]2[O:10][N:9]1[CH3:18])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C([Cl:22])(=O)C>CO>[CH2:1]([C@@H:8]1[C@@H:12]2[C:13](=[O:17])[CH2:14][CH2:15][CH2:16][C@@H:11]2[O:10][N:9]1[CH3:18])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1.[ClH:22]

Participants

5

Reactant 2

HCID 6367Acetyl chlorideHCID 24794625HCID 24794625, compound

Product 2

HCID 313Hydrochloric AcidHCID 24794625HCID 24794625, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

rel-(3R*,3aS*,7aS*)-3-Benzyl-2-methyl-2,3,3a,4,5,6,7,7a-octahydrobenzo[d]isoxazol-4-one [2.51 g, 102 mMol; prepared as described under (A)] in methanol was stirred at 0° C. and treated dropwise with acetyl chloride (0.73 ml, 102 mMol). The solvents were removed in vacuo to yield an oil which became a white foam under high vacuum (0.01 mm Hg). This crude product was recrystallised from acetone to give the unsubstituted title compound hydrochloride as a white crystalline solid, m.p. 154°-156° C. (decomposition) in quantitative yield.

Workup

  1. customThe solvents were removed in vacuo
  2. customto yield an oil which
  3. customThis crude product was recrystallised from acetone

Sources & evidence

ORD record
ord-77a7a3737e0543d983dc46e99b84c903
Source dataset
uspto-grants-1995_12
Patent number
US05476867

Reaction notes

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