Water → HCID 53916716, compound

HRID 262731Notes

Reaction equation

HRID 262731 reaction equation
[C:1]([O:4][C:5]1[CH:6]=[CH:7][C:8]2[CH2:9][C@H:10]3[N:21]([CH3:22])[CH2:20][CH2:19][C@@:16]4([C:17]=2[CH:18]=1)[C@H:11]3[CH2:12][CH2:13][O:14][CH2:15]4)(=[O:3])[CH3:2].C(=O)([O-])[O-:24].[K+].[K+].[C:29]1([O:35]C(Cl)=O)[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1.O>C1(C)C=CC=CC=1>[C:1]([O:4][C:5]1[CH:6]=[CH:7][C:8]2[CH2:9][C@H:10]3[N:21]([C:22]([O:35][C:29]4[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=4)=[O:24])[CH2:20][CH2:19][C@@:16]4([C:17]=2[CH:18]=1)[C@H:11]3[CH2:12][CH2:13][O:14][CH2:15]4)(=[O:3])[CH3:2]

Participants

6

Reactant 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 15891Phenyl chloroformateHCID 54513359HCID 54513359, compound

Product 1

HCID 53916716HCID 53916716, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A mixture of XXVI (0.01 m) from Step (a) above, 4 g potassium carbonate and phenylchloroformate (0.03 m) in 50 ml toluene is heated at reflux for 24 hours. The cooled reaction mixture is treated with water. The toluene layer is separated, dried (MgSO4), filtered and concentrated to give the title product as a crude oil used directly in the next reaction.

Workup

  1. temperatureis heated
  2. temperatureat reflux for 24 hours
  3. customThe cooled reaction mixture
  4. customThe toluene layer is separated
  5. dry with materialdried (MgSO4)
  6. filtrationfiltered
  7. concentrationconcentrated

Sources & evidence

ORD record
ord-9e418fd6e8ef46d9badb0bba46ee11e6
Source dataset
uspto-grants-1979_05
Patent number
US04154932

Reaction notes

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