Benzyl Alcohol → HCID 69891250, compound

HRID 2083977Notes

Reaction equation

HRID 2083977 reaction equation
Cl[S:2]([N:5]=[C:6]=[O:7])(=[O:4])=[O:3].[CH2:8]([OH:15])[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1.Cl.[NH2:17][CH:18]([C:27](=[O:33])[N:28]1[CH2:32][CH2:31][CH2:30][CH2:29]1)[CH2:19][CH2:20][CH2:21]CS(N)(=O)=O.C([N:36](CC)CC)C>ClCCl>[NH2:17][C@H:18]([C:27](=[O:33])[N:28]1[CH2:32][CH2:31][CH2:30][CH2:29]1)[CH2:19][CH2:20][CH2:21][NH:36][S:2]([NH:5][C:6]([O:15][CH2:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)=[O:7])(=[O:4])=[O:3]

Participants

6

Reactant 4

HCID 244Benzyl AlcoholHCID 8471TriethylamineHCID 70918Chlorosulfonyl isocyanateHCID 86587892HCID 86587892, compound

Product 1

HCID 69891250HCID 69891250, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent3×

Conditions

Temperature
0 °C

Procedure

To 10 mmol of chlorosulphonyl isocyanate dissolved in dichloromethane at 0° C. there are added, dropwise at 0° C., 10 mmol of benzyl alcohol dissolved in dichloromethane and then, after stirring for 1 hour 30 minutes at 0° C., 10 mmol of the compound obtained in Step B of Example 3, dissolved in a mixture of dichloromethane and triethylamine 96/4. After returning to ambient temperature, the reaction mixture is stirred overnight and then separated. The organic phase is washed, dried and evaporated to yield the expected product.

Workup

  1. additionthere are added, dropwise at 0° C.
  2. customAfter returning to ambient temperature
  3. stirringthe reaction mixture is stirred overnight
  4. customseparated
  5. washThe organic phase is washed
  6. customdried
  7. customevaporated

Sources & evidence

ORD record
ord-7bd66164267645feabef521aee8fdd7a
Source dataset
uspto-grants-2004_04
Patent number
US06716843B2

Reaction notes

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