Water → HCID 10751691, compound

HRID 1755935Notes

Reaction equation

HRID 1755935 reaction equation
[Cl:1][CH2:2][C:3]1[CH:4]=[C:5]([CH:9]=[CH:10][CH:11]=1)[C:6](Cl)=[O:7].[CH2:12]([NH:14][CH2:15][CH3:16])[CH3:13].O>O1CCCC1>[Cl:1][CH2:2][C:3]1[CH:4]=[C:5]([CH:9]=[CH:10][CH:11]=1)[C:6]([N:14]([CH2:15][CH3:16])[CH2:12][CH3:13])=[O:7]

Participants

5

Reactant 3

HCID 962WaterHCID 8021DiethylamineHCID 27333243-(Chloromethyl)benzoyl chloride

Product 1

HCID 10751691HCID 10751691, compoundYield 89.4%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A sohtion of 3-(chloromethyl)benzoyl chloride (50 g, 264 mmol) in 200 ml of tetrahydrofuran was poured into a solution of diethylamine (607 mmol, 44.4 g, 63.1 ml) in 450 ml of rapidly stirring water. After 10 m, the mixture was extracted with 100 ml of ether and the extract was dried over MgSO4 and concentrated under recuced pressure affording 53.23 g (236 mmol, 89% yield) of the product as a clear oil.

Workup

  1. extractionAfter 10 m, the mixture was extracted with 100 ml of ether
  2. dry with materialthe extract was dried over MgSO4
  3. concentrationconcentrated under recuced pressure

Sources & evidence

ORD record
ord-77d7c4fa9dfc4daa8a4e852508e7b1f5
Source dataset
uspto-grants-1995_08
Patent number
US05438064

Reaction notes

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