Water → HCID 15718278, compound

HRID 2107963Notes

Reaction equation

HRID 2107963 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][N:11]([CH2:14][C:15]([CH3:19])([CH3:18])[CH2:16][OH:17])[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[CH2:20]=[C:21]1[O:25][C:23](=[O:24])[CH2:22]1.O>CN(C)C1C=CN=CC=1.C(Cl)Cl>[C:23]([O:17][CH2:16][C:15]([CH3:19])([CH3:18])[CH2:14][N:11]1[CH2:10][CH2:9][N:8]([C:6]([O:5][C:1]([CH3:4])([CH3:3])[CH3:2])=[O:7])[CH2:13][CH2:12]1)(=[O:24])[CH2:22][C:21]([CH3:20])=[O:25]

Participants

6

Reactant 3

HCID 962WaterHCID 12661DiketeneHCID 15718283HCID 15718283, compound

Product 1

HCID 15718278HCID 15718278, compoundYield 97%

Reagents, catalysts & solvents 2

HCID 142844-(Dimethylamino)pyridineCatalystHCID 6344DichloromethaneSolvent

Procedure

3.7 g of 3-[4-(tert-butyloxycarbonyl)-1-piperazinyl]-2,2-dimethylpropanol and 30 mg of 4-dimethylaminopyridine were dissolved in 10 ml of methylene chloride, and diketene was added while cooling the solution with ice. After stirring the solution for 30 minutes under cooling with ice, water was added and the solution was extracted with methylene chloride. The resulting extract was concentrated under reduced pressure to give 4.7 g of an oily product (yield: 97%). The IR and NMR data of the compound thus obtained are as follows: ##STR59##

Workup

  1. temperaturewhile cooling the solution with ice
  2. additionwas added
  3. extractionthe solution was extracted with methylene chloride
  4. extractionThe resulting extract
  5. concentrationwas concentrated under reduced pressure

Sources & evidence

ORD record
ord-71c930f18d4643508a59aaffda4b8b3c
Source dataset
uspto-grants-1990_06
Patent number
US04937242

Reaction notes

Loading…