Phenol → Phenyl n-butylcarbamate

HRID 2285433

Reaction equation

HRID 2285433 reaction equation
[SH2]=N.C(O)(=O)[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.[CH2:12]([NH:16][C:17](=[O:19])[OH:18])[CH2:13][CH2:14][CH3:15].C1(O)C=CC=CC=1.[Na]>O>[CH2:12]([NH:16][C:17](=[O:18])[O:19][C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][CH:9]=1)[CH2:13][CH2:14][CH3:15]

Participants

5

Reactant 3

HCID 996PhenolHCID 5360545SodiumHCID 178449846HCID 178449846, compound

Product 1

HCID 97513Phenyl n-butylcarbamate

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

5 g. N-butyl-carbamic acid benzoic acid sulfimide are suspended in the mixture of 1.67 g. phenol and 50 ml water, then while stirring (5 hours) a solution of 0.71 g. sodium hydroxyd in 50 ml water is added. After stirring another 3 hours the mixture is extracted with 2×30 ml ether. The ethereal extracts dried with sodium sulfate, then the solvent evaporated in vacuum at a temperature not above 30° C. 2.15 g. phenyl N-butyl-carbamate are obtained, which can be distilled at 146°-148° C. at 2 mmHg.

Workup

  1. additionis added
  2. extractionis extracted with 2×30 ml ether
  3. dry with materialThe ethereal extracts dried with sodium sulfate
  4. customthe solvent evaporated in vacuum at a temperature not above 30° C

Sources & evidence

ORD record
ord-c05da54533c54a019e6b383b484ad6c1
Source dataset
uspto-grants-1982_04
Patent number
US04323469

Linked notes

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