Chloroacetyl chloride → Morpholine, 4-(chloroacetyl)-

HRID 1713495Notes

Reaction equation

HRID 1713495 reaction equation
[NH:1]1[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.C(N(CC)CC)C.[Cl:14][CH2:15][C:16](Cl)=[O:17]>O1CCCC1>[Cl:14][CH2:15][C:16]([N:1]1[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1)=[O:17]

Participants

5

Conditions

Temperature
0 °C

Procedure

To a solution of morpholine (3.6 mL, 41 mmol) and triethylamine (5.2 g, 51 mmol) in tetrahydrofuran (100 mL) was added chloroacetyl chloride (3.0 mL, 38 mmol) at 0° C., and the mixture was stirred at 0° C. for 20 minutes. The reaction solution was concentrated and ethyl acetate was added thereto. The resulting mixture was washed with water and saturated brine and dried over magnesium sulfate. The solid was filtered off, and the filtrate was concentrated to obtain the title compound (4.0 g, yield 64%) as an oily matter.

Workup

  1. concentrationThe reaction solution was concentrated
  2. additionethyl acetate was added
  3. washThe resulting mixture was washed with water and saturated brine
  4. dry with materialdried over magnesium sulfate
  5. filtrationThe solid was filtered off
  6. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-d806b67a51e6471dbf756d163e1138d4
Source dataset
uspto-grants-2010_09
Patent number
US07795267B2

Reaction notes

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