Thionyl Chloride → 4'-(1-Methyl-heptyloxy)-4-biphenylcarboxylic acid chloride

HRID 1762773Notes

Reaction equation

HRID 1762773 reaction equation
S(Cl)([Cl:3])=O.[CH3:5][CH:6]([O:13][C:14]1[CH:19]=[CH:18][C:17]([C:20]2[CH:25]=[CH:24][C:23]([C:26]([OH:28])=O)=[CH:22][CH:21]=2)=[CH:16][CH:15]=1)[CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12]>>[CH3:5][CH:6]([O:13][C:14]1[CH:19]=[CH:18][C:17]([C:20]2[CH:25]=[CH:24][C:23]([C:26]([Cl:3])=[O:28])=[CH:22][CH:21]=2)=[CH:16][CH:15]=1)[CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12]

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 136436504'-(1-Methyl-heptyloxy)-4-biphenylcarboxylic acid

Product 1

HCID 136436534'-(1-Methyl-heptyloxy)-4-biphenylcarboxylic acid chlorideYield 96.7%

Procedure

Thionyl chloride (11.3 g, 0.095 mol) was added to the above optically active 4'-(1-methyl-heptyloxy)-4-biphenylcarboxylic acid (20 g, 0.063 mol), followed by heating under reflux for one hour and distilling off excess thionyl chloride to obtain optically active 4'-(1-methyl-heptyloxy)-4-biphenylcarboxylic acid chloride (21 g).

Workup

  1. temperatureby heating
  2. temperatureunder reflux for one hour
  3. distillationdistilling off excess thionyl chloride

Sources & evidence

ORD record
ord-c6eeed93a6184c99986565c1099522e9
Source dataset
uspto-grants-1989_05
Patent number
US04834907

Reaction notes

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