Water → HCID 68880263, compound

HRID 2112391Notes

Reaction equation

HRID 2112391 reaction equation
[N:1]1[C:10]2[C:5](=[CH:6][C:7]([CH2:11][CH2:12][CH2:13]O)=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1.O.C(=O)([O-])O.[Na+].S(Cl)([Cl:23])=O>>[Cl:23][CH2:13][CH2:12][CH2:11][C:7]1[CH:6]=[C:5]2[C:10](=[CH:9][CH:8]=1)[N:1]=[CH:2][CH:3]=[CH:4]2

Participants

5

Reactant 4

HCID 962WaterHCID 24386Thionyl ChlorideHCID 516892Sodium BicarbonateHCID 22630950HCID 22630950, compound

Product 1

HCID 68880263HCID 68880263, compoundYield 72%

Conditions

Temperature
70 °C

Procedure

0.52 g (2.77 mmol) 3-quinolin-6-yl-propan-1-ol were dissolved in 5.5 ml thionylchloride and heated to 70° C. for 50 minutes. Water and aqueous sodium hydrogencarbonate were added and the mixture was extracted three times with DCM. The combined organic layers were washed with brine, dried over MgSO4 and concentrated in vacuo to give 0.41 g (72%) of a brown oil. MS(ISP): 206.2 [MH]+

Workup

  1. extractionthe mixture was extracted three times with DCM
  2. washThe combined organic layers were washed with brine
  3. dry with materialdried over MgSO4
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-0953cbcec5e94095af081e80f3820c9b
Source dataset
uspto-grants-2009_04
Patent number
US07524823B2

Reaction notes

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