Hydrochloric Acid → HCID 131710122, compound

HRID 1283889Notes

Reaction equation

HRID 1283889 reaction equation
[C:1]([C:11]([C:14]([C:17]([C:20]([C:23]([C:26]([CH2:29][CH2:30][SH:31])([F:28])[F:27])([F:25])[F:24])([F:22])[F:21])([F:19])[F:18])([F:16])[F:15])([F:13])[F:12])([C:7]([F:10])([F:9])[F:8])([C:3]([F:6])([F:5])[F:4])[F:2].C[O-].[Na+].[CH2:35]1[O:37][CH:36]1[CH2:38][OH:39].Cl>O.CO>[C:1]([C:11]([C:14]([C:17]([C:20]([C:23]([C:26]([CH2:29][CH2:30][S:31][CH2:35][CH:36]([CH2:38][OH:39])[OH:37])([F:27])[F:28])([F:24])[F:25])([F:21])[F:22])([F:19])[F:18])([F:16])[F:15])([F:13])[F:12])([C:7]([F:10])([F:9])[F:8])([C:3]([F:6])([F:5])[F:4])[F:2]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 11164GlycidolHCID 10942334Sodium MethoxideHCID 53882385HCID 53882385, compound

Product 1

HCID 131710122HCID 131710122, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Conditions

Temperature
25 °C

Procedure

A 500 ml reaction flask is charged with 50 g (0.094 mole) of (CF3)2CF(CF2)6C2H4SH, 5.1 g (0.094 mole) of sodium methoxide and 100 ml of methanol. To this is slowly added glycidol while maintaining the temperature at 25°C with an ice bath. After addition is completed, the reaction mixture is stirred for 3 hours, and then there is added 150 ml of water and enough concentrated hydrochloric acid to neutralize the base. Extraction with 1,1,2-trichloro-1,2,2-trifluoroethane and evaporation of solvent affords 53 g of (CF3)2CF(CF2)6C2H4SCH2CH(OH)CH2OH, m.p. 92°-95°.

Workup

  1. customA 500 ml reaction flask
  2. additionAfter addition
  3. extractionExtraction
  4. customwith 1,1,2-trichloro-1,2,2-trifluoroethane and evaporation of solvent

Sources & evidence

ORD record
ord-3e75cd59b02c43858dd77d52c082283e
Source dataset
uspto-grants-1976_08
Patent number
US03976698

Reaction notes

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