Ethanol → HCID 11130076, compound

HRID 2395204Notes

Reaction equation

HRID 2395204 reaction equation
O=[CH:2][C@@H:3]([C@H:5]([C@@H:7]([C@@H:9]([CH2:11][OH:12])[OH:10])[OH:8])[OH:6])[OH:4].[CH2:13]([NH2:21])[CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH3:20].C(O)C>CO>[CH2:13]([NH:21][C@@H:2]1[O:10][C@H:9]([CH2:11][OH:12])[C@@H:7]([OH:8])[C@H:5]([OH:6])[C@H:3]1[OH:4])[CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH3:20]

Participants

5

Reactant 3

HCID 702EthanolHCID 8143OctylamineHCID 107526(2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanal

Product 1

HCID 11130076HCID 11130076, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
65 °C

Procedure

54 g of glucose (0.3 mol) are added to a solution of 40 g of octylamine (0.3 mol) in 50 ml of absolute methanol. The reaction mixture is heated to 65° C. for 20 min and then 50 ml of 95% hot ethanol are added. The N-octyl-β-D-glucopyranosylamine which precipitates on cooling (complete precipitation after 2 hours) is filtered off on a Buchner and then recrystallized from absolute ethand (1.5 1).

Workup

  1. customThe N-octyl-β-D-glucopyranosylamine which precipitates
  2. temperatureon cooling
  3. custom(complete precipitation after 2 hours)
  4. filtrationis filtered off on a Buchner
  5. customrecrystallized from absolute ethand (1.5 1)

Sources & evidence

ORD record
ord-362e470a193645d9a420521e0d4c9e96
Source dataset
uspto-grants-1998_09
Patent number
US05814407

Reaction notes

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