Hydrochloric Acid → HCID 86756287, compound

HRID 567384Notes

Reaction equation

HRID 567384 reaction equation
[CH2:1]1[O:4][CH:2]1[CH3:3].[ClH:5].Cl.[C:7]1([CH2:13][O:14][CH2:15][CH:16]([N:20]2[CH2:31][CH2:30][NH:29][CH2:28][CH2:27][N:26]([CH:32]([CH2:36][O:37][CH2:38][C:39]3[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=3)[C:33]([OH:35])=[O:34])[CH2:25][CH2:24][N:23]([CH:45]([CH2:49][O:50][CH2:51][C:52]3[CH:57]=[CH:56][CH:55]=[CH:54][CH:53]=3)[C:46]([OH:48])=[O:47])[CH2:22][CH2:21]2)[C:17]([OH:19])=[O:18])[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.[OH-].[K+].Cl>O>[ClH:5].[ClH:5].[OH:4][CH:2]([CH3:3])[CH2:1][N:29]1[CH2:30][CH2:31][N:20]([CH:16]([CH2:15][O:14][CH2:13][C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=2)[C:17]([OH:19])=[O:18])[CH2:21][CH2:22][N:23]([CH:45]([CH2:49][O:50][CH2:51][C:52]2[CH:57]=[CH:56][CH:55]=[CH:54][CH:53]=2)[C:46]([OH:48])=[O:47])[CH2:24][CH2:25][N:26]([CH:32]([CH2:36][O:37][CH2:38][C:39]2[CH:40]=[CH:41][CH:42]=[CH:43][CH:44]=2)[C:33]([OH:35])=[O:34])[CH2:27][CH2:28]1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 6378Propylene OxideHCID 14797Potassium HydroxideHCID 86756288HCID 86756288, compound

Product 1

HCID 86756287HCID 86756287, compoundYield 185%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

4.7 g (0.08 mol) of propylene oxide were added drop by drop, in 15 minutes, to a solution of α,α′,α″-tris[(phenylmethoxy)methyl]-1,4,7,10-tetraazacyclododecane-1,4,7-triacetic acid bis hydrochloride (obtained as described in WO 89/05802, Example 2) (31.2 g; 0.04 mol) in 2N KOH (160 mL; 0.32 mol). After 18 hours at room temperature (20° C.), the reaction mixture was diluted with H2O (250 mL). The solution was acidified with 37% HCl (60 mL), to obtain a precipitate which, after 18 hours, was filtered, washed with 2N HCl (50 mL) and dried (P2O5—NaOH; 50° C.; 2 kPa) to obtain the desired compound (31.7 g dry; 0.037 mol). Yield: 92%.

Workup

  1. waitAfter 18 hours at room temperature (20° C.)
  2. customto obtain a precipitate which
  3. waitafter 18 hours
  4. filtrationwas filtered
  5. washwashed with 2N HCl (50 mL)
  6. dry with materialdried (P2O5—NaOH; 50° C.; 2 kPa)

Sources & evidence

ORD record
ord-f0f216fbdfbb4f20a522ecf0ae6aed4b
Source dataset
uspto-grants-2001_01
Patent number
US06177562B1

Reaction notes

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