Water → HCID 54018396, compound

HRID 1439528Notes

Reaction equation

HRID 1439528 reaction equation
[CH3:1][C:2]([CH3:18])([CH:4]1[CH:8]([CH3:9])[O:7][C:6]([C:14]([Cl:17])([F:16])[F:15])([C:10]([Cl:13])([F:12])[F:11])[O:5]1)[OH:3].[O-:19][C:20]#[N:21].[Na+].FC(F)(F)C(O)=O.O>C(Cl)Cl>[C:20]([O:3][C:2]([CH3:1])([CH3:18])[CH:4]1[CH:8]([CH3:9])[O:7][C:6]([C:14]([Cl:17])([F:16])[F:15])([C:10]([Cl:13])([F:11])[F:12])[O:5]1)(=[O:19])[NH2:21]

Participants

6

Reactant 4

HCID 962WaterHCID 6422Trifluoroacetic acidHCID 517096Sodium CyanateHCID 21395810HCID 21395810, compound

Product 1

HCID 54018396HCID 54018396, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 31.5 grams (0.1 mol) of α,α,5-trimethyl-2,2-bis(chlorodifluoromethyl)-1,3-dioxolane-4-methanol in 180 ml methylene dichloride is treated with 13.0 grams sodium cyanate (0.2 mol) while 22.8 grams of trifluoroacetic acid (0.2 mol) is added dropwise. The reaction is carried out at 25°-35° C. for 24 hours. After the reaction is completed, a small amount of water is added to dissolve salts and the methylene dichloride solution is separated and extracted once more with water. Vacuum stripping yields the product α,α,5-trimethyl-2,2-bis(chlorodifluoromethyl)-1,3-dioxolane-4-methanol carbamate. The product is purified by crystallization from a mixture of benzene and hexane.

Workup

  1. additionis added dropwise
  2. dissolutionto dissolve salts
  3. customthe methylene dichloride solution is separated
  4. extractionextracted once more with water

Sources & evidence

ORD record
ord-1d3befc0731248179b7bb5d7dd0b66da
Source dataset
uspto-grants-1977_11
Patent number
US04060532

Reaction notes

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