Water → HCID 23047741, compound

HRID 2107145Notes

Reaction equation

HRID 2107145 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH:13]([C:19]#[N:20])[C:14]([O:16][CH2:17][CH3:18])=[O:15])=[CH:4][CH:3]=1.[OH2:21]>>[NH2:20][C:19]([CH:13]([CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][C:5]1[CH:4]=[CH:3][C:2]([Cl:1])=[CH:7][CH:6]=1)[C:14]([O:16][CH2:17][CH3:18])=[O:15])=[O:21]

Participants

3

Reactant 2

HCID 962WaterHCID 23047763HCID 23047763, compound

Product 1

HCID 23047741HCID 23047741, compoundYield 78%

Procedure

12 g (41 mmol) of ethyl 7-(4-chlorophenyl)-2-cyanoheptanoate and 96 g of polyphosphoric acid are heated for 3 hours at 100° C. with stirring. Then the mixture is diluted with 200 ml of water and extracted thrice with methylene chloride. The combined extracts are washed with water, dried and concentrated. 10 g (78% of theory) of ethyl 2-(aminocarbonyl)-7-(4-chlorophenyl)heptanoate is obtained, M.P. 110°-111° C.

Workup

  1. extractionextracted thrice with methylene chloride
  2. washThe combined extracts are washed with water
  3. customdried
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-c78ff237f9544e5791a603672626f734
Source dataset
uspto-grants-1990_06
Patent number
US04933367

Reaction notes

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