Water → HCID 10496128, compound

HRID 2269631Notes

Reaction equation

HRID 2269631 reaction equation
[C:1]1([CH2:11][OH:12])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1.Cl[C:14]([O:16][C:17]1[CH:22]=[CH:21][C:20]([N+:23]([O-:25])=[O:24])=[CH:19][CH:18]=1)=[O:15].O.C(OCC)(=O)C>N1C=CC=CC=1>[C:14](=[O:15])([O:16][C:17]1[CH:18]=[CH:19][C:20]([N+:23]([O-:25])=[O:24])=[CH:21][CH:22]=1)[O:12][CH2:11][C:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1

Participants

6

Reactant 4

HCID 962WaterHCID 8857Ethyl AcetateHCID 209081-NaphthalenemethanolHCID 821294-Nitrophenyl chloroformate

Product 1

HCID 10496128HCID 10496128, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

In 5 ml of pyridine containing 1.0 g of 1-naphthylmethanol, 1.27 g of 4-nitrophenyl chloroformate was added under ice cooling and the resultant mixture was stirred for 3 hr. Purified water and ethyl acetate, each 20 ml, were added to the reaction mixture and the ethyl acetate layer was separated and washed with purified water. The ethyl acetate layer was dried over anhydrous sodium sulfate, evaporated under reduced pressure and crystallized by the addition of ethanol to give 1.08 g of the title compound.

Workup

  1. customthe ethyl acetate layer was separated
  2. washwashed with purified water
  3. dry with materialThe ethyl acetate layer was dried over anhydrous sodium sulfate
  4. customevaporated under reduced pressure
  5. customcrystallized by the addition of ethanol

Sources & evidence

ORD record
ord-ae748e8552434f85994903bc7362aca9
Source dataset
uspto-grants-2001_12
Patent number
US06329502B1

Reaction notes

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