Benzene → HCID 22766280, compound

HRID 1111568Notes

Reaction equation

HRID 1111568 reaction equation
[CH2:1]([O:3][CH:4]([O:14][CH2:15][CH3:16])[CH2:5][CH2:6][NH:7][CH2:8][CH:9]1[O:13][CH2:12][CH2:11][O:10]1)[CH3:2].C1C=CC=CC=1.C(=O)([O-])[O-].[Na+].[Na+].[Br:29][CH2:30][C:31](Cl)=[O:32]>O>[CH2:1]([O:3][CH:4]([O:14][CH2:15][CH3:16])[CH2:5][CH2:6][N:7]([CH2:8][CH:9]1[O:13][CH2:12][CH2:11][O:10]1)[C:31](=[O:32])[CH2:30][Br:29])[CH3:2]

Participants

6

Reactant 4

HCID 241BenzeneHCID 10340Sodium CarbonateHCID 89602Bromoacetyl chlorideHCID 22766277HCID 22766277, compound

Product 1

HCID 22766280HCID 22766280, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

N-(3,3-Diethoxypropyl)-N-(1,3-dioxolan-2-ylmethyl)amine (0.05 mole), benzene (100 ml), water (100 ml) and sodium carbonate (2 grams) are charged into a glass reaction vessel equipped with a mechanical stirrer and thermometer. The reaction mixture is cooled to a temperature of from 5° to 10° C and bromoacetyl chloride (0.05 mole) is added dropwise with stirring. After the addition is completed stirring is continued until the reaction mixture has reached room temperature. After this time the organic phase is separated from the aqueous phase and is washed with water. The washed solution is then dried over anhydrous magnesium sulfate, filtered and stripped of solvent under reduced pressure to yield the desired product N-(3,3-diethoxypropyl)-N-(1,3-dioxolan-2-ylmethyl)-α-bromoacetamide as the residue.

Workup

  1. customequipped with a mechanical stirrer
  2. additionis added dropwise
  3. additionAfter the addition
  4. stirringis completed stirring
  5. customhas reached room temperature
  6. customAfter this time the organic phase is separated from the aqueous phase
  7. washis washed with water
  8. dry with materialThe washed solution is then dried over anhydrous magnesium sulfate
  9. filtrationfiltered

Sources & evidence

ORD record
ord-c25b5bd073df4540bfc5887d1876339a
Source dataset
uspto-grants-1978_10
Patent number
US04118216

Reaction notes

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