Hydrochloric Acid → HCID 19836537, compound

HRID 476826Notes

Reaction equation

HRID 476826 reaction equation
Br[C:2]1[CH:3]=[C:4]([C:17]2[CH:22]=[CH:21][C:20]([C:23]([OH:25])=[O:24])=[CH:19][CH:18]=2)[CH:5]=[CH:6][C:7]=1[O:8][CH:9]([CH3:16])[CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH3:15].C(N)[CH2:27][NH2:28].Cl>CN(C)C=O>[C:27]([C:2]1[CH:3]=[C:4]([C:17]2[CH:22]=[CH:21][C:20]([C:23]([OH:25])=[O:24])=[CH:19][CH:18]=2)[CH:5]=[CH:6][C:7]=1[O:8][CH:9]([CH3:16])[CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH3:15])#[N:28]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 3301EthylenediamineHCID 19836534HCID 19836534, compound

Product 1

HCID 19836537HCID 19836537, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of S 3'-bromo-4'-(1-methylheptyloxy)-4-biphenylcarboxylic acid (56.7 g), cuprous cyanide (16.3 g) and dimethylformamide (140 ml) was heated for 12 hours under reflux, followed by cooling the resulting material to room temperature, treating with 10 wt. % ethylenediamine aqueous solution (700 ml), acidifying with 6N hydrochloric acid, collecting the precipitates by filtration, washing with boiling water, dry-sucking and recrystallizing from acetic acid to obtain S 3'-cyano-4'-(1-methylheptyloxy)-4-biphenylcarboxylic acid (40.8 g) (C-S, 100.0° C., S-I, 138.7° C.).

Workup

  1. temperaturewas heated for 12 hours
  2. temperatureunder reflux
  3. customcollecting the
  4. customprecipitates by filtration
  5. washwashing with boiling water
  6. customdry-sucking
  7. customrecrystallizing from acetic acid

Sources & evidence

ORD record
ord-9ee8ed6e59464553aa550fff15c1ede8
Source dataset
uspto-grants-1989_12
Patent number
US04886622

Reaction notes

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