Hydrochloric Acid → 1-Acetyl-6'-benzyl-1',2'-dihydrospiro[azetidine-3,3'-indole]hydrochloride

HRID 1475345Notes

Reaction equation

HRID 1475345 reaction equation
C(OC([N:8]1[C:16]2[C:11](=[CH:12][CH:13]=[C:14]([CH2:17][C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)[CH:15]=2)[C:10]2([CH2:26][N:25]([C:27](=[O:29])[CH3:28])[CH2:24]2)[CH2:9]1)=O)(C)(C)C.[ClH:30]>CCOC(C)=O>[ClH:30].[C:27]([N:25]1[CH2:24][C:10]2([C:11]3[C:16](=[CH:15][C:14]([CH2:17][C:18]4[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=4)=[CH:13][CH:12]=3)[NH:8][CH2:9]2)[CH2:26]1)(=[O:29])[CH3:28]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 867239601-Acetyl-6'-benzyl-1',2'-dihydrospiro[azetidine-3,3'-indole]-1'-yl-carboxylic acid tert-butyl ester

Product 1

HCID 902320471-Acetyl-6'-benzyl-1',2'-dihydrospiro[azetidine-3,3'-indole]hydrochloride

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

1-Acetyl-6′-benzyl-1′,2′-dihydrospiro[azetidine-3,3′-indole]-1′-yl-carboxylic acid tert-butyl ester was taken up in saturated HCl in EtOAc (5 mL). The reaction was stirred for 1 h at ambient temperature and then concentrated in vacuo. The residue was taken up in MeOH and concentrated in vacuo again to yield the title compound. MS: [M+H]+=293.

Workup

  1. concentrationconcentrated in vacuo
  2. concentrationconcentrated in vacuo again

Sources & evidence

ORD record
ord-16860118b03344e4bd66be3ecca88145
Source dataset
uspto-grants-2015_04
Patent number
US09018214B2

Reaction notes

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