Acetyl chloride → HCID 68292670, compound

HRID 1841997Notes

Reaction equation

HRID 1841997 reaction equation
C([Cl:4])(=O)C.C(OC([N:12]1[CH2:17][CH2:16][N:15]([CH2:18][C:19]2[CH:24]=[CH:23][C:22]([C@@H:25]3[O:30][C:29]4[CH:31]=[CH:32][CH:33]=[CH:34][C:28]=4[O:27][CH2:26]3)=[CH:21][CH:20]=2)[CH2:14][CH2:13]1)=O)(C)(C)C>CO>[ClH:4].[ClH:4].[O:30]1[C:29]2[CH:31]=[CH:32][CH:33]=[CH:34][C:28]=2[O:27][CH2:26][C@@H:25]1[C:22]1[CH:21]=[CH:20][C:19]([CH2:18][N:15]2[CH2:14][CH2:13][NH:12][CH2:17][CH2:16]2)=[CH:24][CH:23]=1

Participants

4

Reactant 2

HCID 6367Acetyl chlorideHCID 68292109HCID 68292109, compound

Product 1

HCID 68292670HCID 68292670, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Methanol (30 mL) is added dropwise to acetyl chloride (1.4 mL) at 0° C. The solution is added to 4-[(S)-4-(2,3-dihydro-benzo[1,4]dioxin-2-yl)-benzyl]-piperazine-1-carboxylic acid tert-butyl ester (408 mg, 0.99 mmol) (prepared according to the General Method E). The resulting mixture is stirred at room temperature for 16 h and concentrated. The residue is suspended in a mixture of heptane and EtOAc, and the precipitate is collected and dried under vacuum to give 1-[(S)-4-(2,3-dihydro-benzo[1,4]dioxin-2-yl)-benzyl]-piperazine dihydrochloride.

Workup

  1. customprepared
  2. concentrationconcentrated
  3. additionThe residue is suspended in a mixture of heptane and EtOAc
  4. customthe precipitate is collected
  5. customdried under vacuum

Sources & evidence

ORD record
ord-ce30d66cc3db4ab09ef15d10a3158907
Source dataset
uspto-grants-2015_02
Patent number
US08946203B2

Reaction notes

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