Hydrochloric Acid → HCID 15913971, compound

HRID 1838517Notes

Reaction equation

HRID 1838517 reaction equation
[C:1]1([C:7]2[CH:36]=[CH:35][CH:34]=[CH:33][C:8]=2[CH2:9][CH:10]([CH2:14][CH2:15][CH:16]([CH2:20][C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=2[C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[C:17](O)=[O:18])[C:11](O)=[O:12])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.O=S(Cl)[Cl:39].[ClH:41]>>[C:1]1([C:7]2[CH:36]=[CH:35][CH:34]=[CH:33][C:8]=2[CH2:9][CH:10]([CH2:14][CH2:15][CH:16]([CH2:20][C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=2[C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[C:17]([Cl:39])=[O:18])[C:11]([Cl:41])=[O:12])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 24386Thionyl ChlorideHCID 15913970HCID 15913970, compound

Product 1

HCID 15913971HCID 15913971, compoundYield 100%

Conditions

Temperature
50 °C

Procedure

In a 1 L flask equipped with a reflux condenser, containing 77.0 g (0.16 mol) of 2,5-bis(2-phenyl-benzyl) adipic acid, obtained as described above, were added 150 mL (2.06 mol) of SOCl2). A white suspension was obtained, which was warmed to 50° C. and became a yellow solution, with concomitant evolution of HCl and SO2. After gas evolution had finished, the excess SOCl2 was removed under vacuum. To the obtained mixture were then added 100 mL of toluene, which was subsequently removed under vacuum to ensure complete removal of SOCl2. 2,5-bis(2-phenyl-benzyl) adipic acid dichloride (82.9 g, yield of 100%) was isolated, in the form of a viscous beige oil.

Workup

  1. customIn a 1 L flask equipped with a reflux condenser
  2. customobtained
  3. customA white suspension was obtained
  4. customthe excess SOCl2 was removed under vacuum
  5. additionTo the obtained mixture were then added 100 mL of toluene, which
  6. customwas subsequently removed under vacuum
  7. customremoval of SOCl2

Sources & evidence

ORD record
ord-bdb2ffc65ba2432aa88c56a6e11af75f
Source dataset
uspto-grants-2004_01
Patent number
US06673880B2

Reaction notes

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