Sodium Cyanate → HCID 131718076, compound

HRID 2254660Notes

Reaction equation

HRID 2254660 reaction equation
[O-:1][C:2]#[N:3].[Na+].[CH3:5][CH:6]([CH2:8][CH2:9][CH2:10][C@H:11]([CH2:13][CH2:14][CH2:15][C@H:16]([CH2:18][CH2:19][CH2:20]/[C:21](=[CH:23]/[CH2:24][OH:25])/[CH3:22])[CH3:17])[CH3:12])[CH3:7]>C(O)(=O)C.C(OCC)(=O)C>[C:2](=[O:1])([O:25][CH2:24]/[CH:23]=[C:21](/[CH2:20][CH2:19][CH2:18][C@@H:16]([CH2:15][CH2:14][CH2:13][C@@H:11]([CH2:10][CH2:9][CH2:8][CH:6]([CH3:5])[CH3:7])[CH3:12])[CH3:17])\[CH3:22])[NH2:3]

Participants

5

Reactant 2

HCID 517096Sodium CyanateHCID 5280435Phytol

Product 1

HCID 131718076HCID 131718076, compoundYield 87.3%

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 8857Ethyl AcetateSolvent

Procedure

6.6 g of sodium cyanate was added to a solution of 10.0 g of phytol dissolved in 50 ml of acetic acid, in small portions. The resulting mixture was stirred for 6 hours at room temperature. After the completion of the reaction, the reaction mixture was concentrated under reduced pressure. The residue obtained was dissolved in 50 ml of ethyl acetate. The solution was washed with 3% aqueous sodium hydrogen-carbonate solution and water in this order and then dried over anhydrous magnesium sulfate. The solution was concentrated under reduced pressure. The residue obtained was purified by a column chromatography (eluant: benzene) to obtain 10.0 g (yield: 87%) of oily phytyl carbamate.

Workup

  1. customAfter the completion of the reaction
  2. concentrationthe reaction mixture was concentrated under reduced pressure
  3. customThe residue obtained
  4. washThe solution was washed with 3% aqueous sodium hydrogen-carbonate solution and water in this order
  5. dry with materialdried over anhydrous magnesium sulfate
  6. concentrationThe solution was concentrated under reduced pressure
  7. customThe residue obtained
  8. customwas purified by a column chromatography (eluant: benzene)

Sources & evidence

ORD record
ord-c676baf28f244a158859ee4190b7a296
Source dataset
uspto-grants-1993_08
Patent number
US05236950

Reaction notes

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