Fumaric Acid → HCID 70046775, compound

HRID 278411Notes

Reaction equation

HRID 278411 reaction equation
C([O:8][C:9]1([CH2:27][C:28]2[CH:33]=[CH:32][C:31]([CH3:34])=[CH:30][CH:29]=2)[CH2:14][CH2:13][N:12]([CH2:15][CH:16]2[CH2:24][C:23]3[C:18](=[CH:19][CH:20]=[C:21]([OH:25])[CH:22]=3)[CH:17]2[OH:26])[CH2:11][CH2:10]1)C1C=CC=CC=1.[C:35]([OH:42])(=[O:41])/[CH:36]=[CH:37]/[C:38]([OH:40])=[O:39]>CCO>[C:35]([OH:42])(=[O:41])/[CH:36]=[CH:37]/[C:38]([OH:40])=[O:39].[OH:8][C:9]1([CH2:27][C:28]2[CH:33]=[CH:32][C:31]([CH3:34])=[CH:30][CH:29]=2)[CH2:14][CH2:13][N:12]([CH2:15][CH:16]2[CH2:24][C:23]3[C:18](=[CH:19][CH:20]=[C:21]([OH:25])[CH:22]=3)[CH:17]2[OH:26])[CH2:11][CH2:10]1

Participants

4

Reactant 2

HCID 444972Fumaric AcidHCID 22628341HCID 22628341, compound

Product 1

HCID 70046775HCID 70046775, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

(1RS,2RS) and (1RS, 2SR)-2-[4-benzyloxy-4-(4-methyl-benzyl)-piperidine-1-ylmethyl]-indan-1,5-diol (674 mg, 1.84 mmol) was taken up in EtOH (20 ml), fumaric acid (106 mg, 0.92 mmol) was added and the mixture stirred for 2 hr at RT, after evaporation of the solvent, (1RS,2RS) and (1RS, 2SR)-2-[4-hydroxy-4-(4-methyl-benzyl)-piperidine-1-ylmethyl]-indan-1,5-diol fumaric acid salt was obtained as a white foam (0.78 g, quant.), MS m/e=368.2 (M+H+).

Workup

  1. customafter evaporation of the solvent, (1RS,2RS)

Sources & evidence

ORD record
ord-75d48b498901486b870db7f72552f718
Source dataset
uspto-grants-2002_03
Patent number
US06359138B1

Reaction notes

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