Hydrochloric Acid → HCID 12277008, compound

HRID 222836Notes

Reaction equation

HRID 222836 reaction equation
C([NH:4][C@H:5]([C@H:11]([OH:27])[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH3:26])[C:6]([O:8][CH2:9][CH3:10])=[O:7])(=O)C.[ClH:28]>C(O)C>[ClH:28].[NH2:4][C@H:5]([C@H:11]([OH:27])[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH3:26])[C:6]([O:8][CH2:9][CH3:10])=[O:7]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86638486HCID 86638486, compound

Product 1

HCID 12277008HCID 12277008, compoundYield 62%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Conditions

Temperature
26 °C

Procedure

Ethyl (2R, 3R)-2-acetylamino-3-hydroxyoctadecanoate (1.00 g, 2.59 mmol) synthesized in the same method as Example 13 was suspended in an ethanol solution of about 30 wt % of hydrogen chloride, and the mixture was stirred for 15.5 hours in refluxing condition. After ethanol (10.0 mL) was added thereto, the mixture was cooled to 26° C. The precipitated solid was filtered to obtain 0.61 g of the title compound (yield: 62%).

Workup

  1. temperaturein refluxing condition
  2. filtrationThe precipitated solid was filtered

Sources & evidence

ORD record
ord-e796fffd882f4a459f73a450f0a1044f
Source dataset
uspto-grants-2012_06
Patent number
US08207370B2

Reaction notes

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