Hydrochloric Acid → HCID 20322303, compound

HRID 1833757Notes

Reaction equation

HRID 1833757 reaction equation
[ClH:1].Cl[CH2:3][CH2:4][CH:5]([OH:11])[CH2:6][CH2:7][CH2:8][CH2:9][CH3:10].[CH2:12]1OCOCO1.[Cl-:18].[Ca+2].[Cl-]>>[Cl:1][CH2:12][O:11][CH:5]([CH2:6][CH2:7][CH2:8][CH2:9][CH3:10])[CH2:4][CH2:3][Cl:18]

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 80811,3,5-TrioxaneHCID 5284359Calcium ChlorideHCID 18920930HCID 18920930, compound

Product 1

HCID 20322303HCID 20322303, compound

Conditions

Temperature
0 °C

Procedure

A slow stream of hydrogen chloride gas is passed into a mixture of 1-chloro-3-octanol (35.5 g., 0.218 mole) and s-trioxane (6.55 g., 0.073 mole) in a conical flask cooled to 0° C. and protected from atmospheric moisture. The process requires about 31/2 hours. The resulting two-phase mixture is treated with anhydrous calcium chloride at 25° C. for 64 hours. The upper aqueous phase is removed by this action. The solid material is removed by filtration and the filtrate distilled to give the 3-chloromethoxy-1-chlorooctane as a colorless liquid (28.2 g., 61%), b.p. 128°-130°/15 mm.; pmr (CDCl3)δ0.88 (3H,t), 1.98 (2H,q), 3.61 (2H,t), 3.92 (H,m), and 5.51 (2H,s).

Workup

  1. custom2 hours
  2. customThe upper aqueous phase is removed by this action
  3. customThe solid material is removed by filtration
  4. distillationthe filtrate distilled

Sources & evidence

ORD record
ord-e2e3bcb416444c10b9003d63011e29e8
Source dataset
uspto-grants-1978_01
Patent number
US04066692

Reaction notes

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