Citric Acid → HCID 67407468, compound

HRID 2066960Notes

Reaction equation

HRID 2066960 reaction equation
[CH2:1]([CH:8]1[C:13]2([C:18]3[NH:19][C:20]4[C:25]([C:17]=3[CH2:16][CH2:15][NH:14]2)=[CH:24][CH:23]=[CH:22][CH:21]=4)[CH2:12][CH2:11][C:10]([C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)([N:26]([CH3:28])[CH3:27])[CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:35]([OH:47])(=[O:46])[CH2:36][C:37]([CH2:42][C:43]([OH:45])=[O:44])([C:39]([OH:41])=[O:40])[OH:38]>CC(O)C>[OH:38][C:37]([C:39]([OH:41])=[O:40])([CH2:42][C:43]([OH:45])=[O:44])[CH2:36][C:35]([OH:47])=[O:46].[CH2:1]([CH:8]1[C:13]2([C:18]3[NH:19][C:20]4[C:25]([C:17]=3[CH2:16][CH2:15][NH:14]2)=[CH:24][CH:23]=[CH:22][CH:21]=4)[CH2:12][CH2:11][C:10]([C:29]2[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=2)([N:26]([CH3:28])[CH3:27])[CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 311Citric AcidHCID 44237930HCID 44237930, compound

Product 1

HCID 67407468HCID 67407468, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

2-benzyl-N,N-dimethyl-4-phenyl-2′,3′,4′,9′-tetrahydrospiro[cyclohexane-1,1′-pyrido[3,4-b]indole]-4-amine (one of 4 possible racemic diastereoisomer pairs, 62 mg, 0.14 mmol) was dissolved in 2-propanol (3 ml) in the boiling heat and mixed with a hot solution of citric acid [40 mg, 0.2 mmol, in hot isopropanol (1 ml)]. A precipitate separated out immediately. The batch was left 2 h at 5° C. to complete the precipitation, then the solid was separated by means of a fritted glass filter and dried.

Workup

  1. temperatureboiling heat
  2. customA precipitate separated out immediately
  3. customthe precipitation
  4. customthe solid was separated by means of a fritted glass
  5. filtrationfilter
  6. customdried

Sources & evidence

ORD record
ord-9ef40b6878f348cab83eee46dad6c9b0
Source dataset
uspto-grants-2012_10
Patent number
US08293758B2

Reaction notes

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