Water → HCID 21395812, compound

HRID 1439529Notes

Reaction equation

HRID 1439529 reaction equation
[F:1][C:2]([F:27])([C:23]([F:26])([F:25])[F:24])[C:3]([F:22])([F:21])[C:4]1([C:11]([F:20])([F:19])[C:12]([F:18])([F:17])[C:13]([F:16])([F:15])[F:14])[O:8][CH:7]([CH2:9][OH:10])[CH2:6][O:5]1.[O-:28][C:29]#[N:30].[Na+].FC(F)(F)C([O-])=O.O>C(Cl)Cl>[F:17][C:12]([F:18])([C:13]([F:16])([F:15])[F:14])[C:11]([F:19])([F:20])[C:4]1([C:3]([F:21])([F:22])[C:2]([F:1])([F:27])[C:23]([F:24])([F:25])[F:26])[O:8][CH:7]([CH2:9][O:10][C:29](=[O:28])[NH2:30])[CH2:6][O:5]1

Participants

6

Reactant 4

HCID 962WaterHCID 84468TrifluoroacetateHCID 517096Sodium CyanateHCID 21395824HCID 21395824, compound

Product 1

HCID 21395812HCID 21395812, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 44.0 grams (0.1 mol) of 2,2-bis(heptafluoropropyl)-4-hydroxymethyl-1,3-dioxolane prepared by the method disclosed in patent application Ser. No. 873,660 filed Nov. 3, 1969, in 250 ml methylene dichloride is treated with 13.0 grams of sodium cyanate while 22.8 grams trifluoroacetate acid 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 the salts and the methylene dichloride solution is separated and washed with water. Vacuum-stripping yields the desired product. The product, 2,2-bis(heptafluoropropyl)-4-carbamoyloxymethyl-1,3-dioxolane, is purified by crystallization from a mixture of benzene and hexane.

Workup

  1. additionis added dropwise
  2. dissolutionto dissolve the salts
  3. customthe methylene dichloride solution is separated
  4. washwashed with water

Sources & evidence

ORD record
ord-56c27c1792b54432b9c1c4d0ad37d776
Source dataset
uspto-grants-1977_11
Patent number
US04060532

Reaction notes

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