Water → HCID 20310106, compound

HRID 436164Notes

Reaction equation

HRID 436164 reaction equation
[C:1]([CH:3]1[C:12]2[CH:11]=[CH:10][CH:9]=[C:8]([C:13]([O:15][CH2:16][CH3:17])=[O:14])[C:7]=2[CH2:6][CH2:5][CH2:4]1)#[N:2].[OH2:18]>>[C:1]([CH:3]1[C:12]2[CH:11]=[CH:10][CH:9]=[C:8]([C:13]([O:15][CH2:16][CH3:17])=[O:14])[C:7]=2[CH2:6][CH2:5][CH2:4]1)(=[O:18])[NH2:2]

Participants

3

Reactant 2

HCID 962WaterHCID 12422087HCID 12422087, compound

Product 1

HCID 20310106HCID 20310106, compound

Procedure

To 500 g. of polyphosphoric acid is added 22.4 g. of ethyl 1-cyano-1,2,3,4-tetrahydro-5-naphthoate and the mixture is stirred at 90°-100° C for 2 hours. Then, 1 l. of water is added, followed by cooling. The resultant crystals are collected by filtration, washed with water and recrystallized from ethanol. The procedure gives ethyl 1-carbamoyl-1,2,3,4-tetrahydro-5-naphthoate, melting point: 159.5°-161.5° C.

Workup

  1. temperatureby cooling
  2. filtrationThe resultant crystals are collected by filtration
  3. washwashed with water
  4. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-794eac02a8724584913dd5265902c362
Source dataset
uspto-grants-1977_02
Patent number
US04007225

Reaction notes

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