Thionyl Chloride → 2-[2-(2-Methoxyethoxy)ethoxy]acetyl chloride

HRID 52662Notes

Reaction equation

HRID 52662 reaction equation
S(Cl)([Cl:3])=O.[C:5]([OH:16])(=O)[CH2:6][O:7][CH2:8][CH2:9][O:10][CH2:11][CH2:12][O:13][CH3:14]>>[C:5]([Cl:3])(=[O:16])[CH2:6][O:7][CH2:8][CH2:9][O:10][CH2:11][CH2:12][O:13][CH3:14]

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 85241(2-(2-Methoxyethoxy)ethoxy)acetic acid

Product 1

HCID 27595712-[2-(2-Methoxyethoxy)ethoxy]acetyl chloride

Procedure

Thionyl chloride, 8.0 grams (0.112 mole) was stirred, and 10.0 grams (0.056 mole) of 3,6,9-trioxadecanoic acid was added dropwise during a 45 minute period. Upon completion of addition, the reaction mixture was warmed to reflux where it stirred for 45 minutes. The reaction mixture was cooled, yielding 3,6,9-trioxadecanoyl chloride. An 80% yield of acid chloride was assumed.

Workup

  1. additionUpon completion of addition
  2. temperaturethe reaction mixture was warmed
  3. temperatureto reflux where it
  4. temperatureThe reaction mixture was cooled

Sources & evidence

ORD record
ord-73a3327c0951477183f87214e9224beb
Source dataset
uspto-grants-1997_04
Patent number
US05616718

Reaction notes

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