Hydrogen Bromide → 6-Methoxy-3-(piperidin-4-yl)-1,2-benzoxazole--hydrogen bromide (1/1)

HRID 647343Notes

Reaction equation

HRID 647343 reaction equation
[BrH:1].C1(COC([N:12]2[CH2:17][CH2:16][CH:15]([C:18]3[C:22]4[CH:23]=[CH:24][C:25]([O:27][CH3:28])=[CH:26][C:21]=4[O:20][N:19]=3)[CH2:14][CH2:13]2)=O)C=CC=CC=1>C(O)(=O)C>[BrH:1].[CH3:28][O:27][C:25]1[CH:24]=[CH:23][C:22]2[C:18]([CH:15]3[CH2:14][CH2:13][NH:12][CH2:17][CH2:16]3)=[N:19][O:20][C:21]=2[CH:26]=1

Participants

4

Reactant 2

HCID 260Hydrogen BromideHCID 13076417Benzyl 4-(6-methoxy-1,2-benzoxazol-3-yl)piperidine-1-carboxylate

Product 1

HCID 130764296-Methoxy-3-(piperidin-4-yl)-1,2-benzoxazole--hydrogen bromide (1/1)Yield 79.8%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

To 30 ml of a saturated solution of hydrogen bromide and acetic acid was added, with stirring, 0.88 g of 4-(6-methoxy-1,2-benzisoxazol-3-yl)-1-piperidine carboxylic acid phenylmethyl ester. The reaction was stirred at ambient temperature for 55 min. The resultant solid was collected, washed with ether and dried to yield 0.5 g (79.8%) of product. Recrystallization from methanol gave the analytical sample, mp 258°-260°.

Workup

  1. stirringThe reaction was stirred at ambient temperature for 55 min
  2. customThe resultant solid was collected
  3. washwashed with ether
  4. customdried

Sources & evidence

ORD record
ord-01c6bfac86334205bad35984ef9976dc
Source dataset
uspto-grants-1983_10
Patent number
US04408054

Reaction notes

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