Water → HCID 12568823, compound

HRID 1461178Notes

Reaction equation

HRID 1461178 reaction equation
[CH3:1][C:2](=[O:12])[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH3:11].[Br:13]Br.O.C([O-])(O)=O.[Na+]>C(Cl)(Cl)(Cl)Cl>[Br:13][CH:3]([CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH3:11])[C:2](=[O:12])[CH3:1]

Participants

6

Reactant 4

HCID 962WaterHCID 81632-UndecanoneHCID 24408BromineHCID 516892Sodium Bicarbonate

Product 1

HCID 12568823HCID 12568823, compound

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

A solution of undecan-2-one (170 g, 1.0M) in CCl4 (500 ml) was stirred at 20°-25° C. and bromine (160 g) was added over 15 minutes. The solution decolourised rapidly and stirring was continued for 2 hours at 20°-25° C. when water (100 ml) was added. NaHCO3 (92 g) was added portion-wise and the mixture filtered. The filtrate was dried over anhydrous MgSO4 and distilled. The fraction which boiled at 142°-146° C./20 mmHg (116 g) was collected. NMR(CDCl3)=0.7-1.6 (m, 17, C8H17), 2.3 (s, 3, CH3), 4.0-4.4 (t, 1, CH).

Workup

  1. filtrationthe mixture filtered
  2. dry with materialThe filtrate was dried over anhydrous MgSO4
  3. distillationdistilled
  4. customThe fraction which boiled at 142°-146° C./20 mmHg (116 g) was collected

Sources & evidence

ORD record
ord-b5314a657c2a41669d5e75de2ad827d7
Source dataset
uspto-grants-1991_12
Patent number
US05074911

Reaction notes

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