Toluene → HCID 11030613, compound

HRID 256734Notes

Reaction equation

HRID 256734 reaction equation
[Cl:1][C:2]([CH2:4]Cl)=[CH2:3].[CH2:6]([OH:13])[CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12].C1(C)C=CC=CC=1>[Zn].O>[Cl:1][C:2](=[CH2:3])[CH2:4][CH:6]([CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12])[OH:13]

Participants

6

Reactant 3

HCID 1140TolueneHCID 65652,3-DichloropropeneHCID 8129Heptanol

Product 1

HCID 11030613HCID 11030613, compoundYield 94.1%

Reagents, catalysts & solvents 2

HCID 23994ZincCatalyst2×HCID 962WaterSolvent

Procedure

58.30 Grams of 2,3-dichloro-1-propene were added dropwise to a mixture of 30.00 g of heptanol, 90 g of toluene, 120 g of water and 34.35 g of zinc powder at 45° C., and then, the resultant mixture was allowed to react at the same temperature for 10 hours. After the reaction finished, zinc-derived insolubles were filtered off, and the resultant filtrate was subjected to separation. The organic phase was washed with a 7% sodium carbonate aqueous solution and then dried over sodium sulfate. The desiccant was filtered off, and then the toluene was distilled off under reduced pressure to give 47.14 g of 2-chloroallyl-n-hexyl-carbinol. The results were as follows.

Workup

  1. customto react at the same temperature for 10 hours
  2. filtrationwere filtered off
  3. customthe resultant filtrate was subjected to separation
  4. washThe organic phase was washed with a 7% sodium carbonate aqueous solution
  5. dry with materialdried over sodium sulfate
  6. filtrationThe desiccant was filtered off
  7. distillationthe toluene was distilled off under reduced pressure

Sources & evidence

ORD record
ord-c42d386a62224af0bef444e5bc769caf
Source dataset
uspto-grants-1993_11
Patent number
US05258529

Reaction notes

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