Dichloromethane → HCID 21190385, compound

HRID 1069288Notes

Reaction equation

HRID 1069288 reaction equation
[Cl:1][CH2:2][CH2:3][CH2:4][O:5][C:6]1[CH:14]=[CH:13][C:9](C(O)=O)=[CH:8][C:7]=1[O:15][CH3:16].S(Cl)(Cl)=[O:18].Cl[CH2:22][Cl:23]>>[Cl:1][CH2:2][CH2:3][CH2:4][O:5][C:6]1[C:7]([O:15][CH3:16])=[CH:8][CH:9]=[CH:13][C:14]=1[C:22]([Cl:23])=[O:18]

Participants

4

Reactant 3

HCID 6344Dichloromethane2×HCID 24386Thionyl ChlorideHCID 10354496Benzoic acid, 4-(3-chloropropoxy)-3-methoxy-

Product 1

HCID 21190385HCID 21190385, compound

Procedure

To a mixture of 4-(3chloropropoxy)-3methoxybenzoic acid (2.4 g, 10 mmol) in dichloromethane (5 ml) was added thionyl chloride (0.9 ml, 12 mmol) dissolved in dichloromethane (5 ml). The reaction was stirred and refluxed for 1 hour, and then the dichloromethane was removed in vacuo to leave a dark oil. The oil was triturated with hexane and the solid that formed while scratching with a glass rod was collected to afford 1.6 g of (3chloropropoxy)-3-methoxybenzoyl chloride, m.p.=60-63° C.

Workup

  1. temperaturerefluxed for 1 hour
  2. customthe dichloromethane was removed in vacuo
  3. customto leave a dark oil
  4. customThe oil was triturated with hexane
  5. customthe solid that formed
  6. customwas collected

Sources & evidence

ORD record
ord-740bdcfda78748cc8b67644766860fe1
Source dataset
uspto-grants-2001_06
Patent number
US06251907B1

Reaction notes

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