Hydrochloric Acid → HCID 131724487, compound

HRID 1883306Notes

Reaction equation

HRID 1883306 reaction equation
[C:1]([NH:11][CH2:12][CH2:13][N:14]([CH2:18][CH2:19][OH:20])CCO)(OCC1C=CC=CC=1)=O.[ClH:21].[CH3:22][OH:23]>>[ClH:21].[OH:20][CH2:19][CH2:18][NH:14][CH2:13][CH2:12][NH:11][CH2:1][CH2:22][OH:23]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 23510764HCID 23510764, compound

Product 1

HCID 131724487HCID 131724487, compound

Procedure

A solution of diol 86 and conc. HCl (1 equiv) in methanol is degassed by bubbling nitrogen through it for 30 min. To this is added 10% palladized charcoal (5 wt. percent). The resulting mixture is shaken on a Parr apparatus under 50 psi of hydrogen gas for 16 h. The mixture is then filtered and the filtrate evaporated. The residue is flushed several times with chloroform to drive off traces of methanol. The crude product is carried on without further purification.

Workup

  1. customby bubbling nitrogen through it for 30 min
  2. additionTo this is added 10% palladized charcoal (5 wt. percent)
  3. filtrationThe mixture is then filtered
  4. customthe filtrate evaporated
  5. customThe residue is flushed several times with chloroform
  6. customThe crude product is carried on without further purification

Sources & evidence

ORD record
ord-dd38d70da83949db8972489b261213fd
Source dataset
uspto-grants-2004_07
Patent number
US06759509B1

Reaction notes

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