Monobenzone → HCID 131719435, compound

HRID 260241Notes

Reaction equation

HRID 260241 reaction equation
[C:1]([NH:18][C@H:19]([C:21]([OH:23])=[O:22])[CH3:20])(=[O:17])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16].[CH2:24]([O:31][C:32]1[CH:37]=[CH:36][C:35]([OH:38])=[CH:34][CH:33]=1)[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1>CN(C)C=O>[CH2:24]([O:31][C:32]1[CH:33]=[CH:34][C:35]([OH:38])=[CH:36][CH:37]=1)[C:25]1[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=1.[C:1]([NH:18][C@H:19]([C:21]([O-:23])=[O:22])[CH3:20])(=[O:17])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16]

Participants

4

Reactant 2

HCID 7638MonobenzoneHCID 14961184Palmitoyl alanine

Product 1

HCID 131719435HCID 131719435, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent2×

Procedure

16.4 g (0.05 mol) of N-hexadecanoyl-(l)-alanine and 8.1 g (0.05 mol) of 1,1-carbonyldiimidazole are dissolved in 100 ml of dimethylformamide, the solution is stirred at 5° for 1 hour, 10 g (0.05 mol) of 4-benzyloxyphenol in 50 ml of dimethylformamide are run in, the mixture is stirred for 18 hours and evaporated and the residue is then taken up with chloroform. After washes with water and dilute sodium hydroxide solution and drying, the title derivative is obtained in the pure state, m.p.=77°/9°, and only shows a single spot of Rf(i)=0.76 in TLC.

Workup

  1. stirringis stirred for 18 hours
  2. customevaporated
  3. customdrying
  4. customthe title derivative is obtained in the pure state, m.p.=77°/9°

Sources & evidence

ORD record
ord-c0a9484e6aaa4d7aaa56c9d88d1a328d
Source dataset
uspto-grants-1996_06
Patent number
US05527523

Reaction notes

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