Dimethylformamide → HCID 86671861, compound

HRID 873551Notes

Reaction equation

HRID 873551 reaction equation
C1(=O)[O:7][CH2:6][CH2:5][CH2:4][CH2:3]C1.CN(C=O)C.[CH3:14][N:15]([C:32]([F:48])([F:47])[C:33]1[CH:38]=[CH:37][C:36]([C:39]2[CH:44]=[CH:43][C:42](CCl)=[CH:41][CH:40]=2)=[CH:35][CH:34]=1)[S:16]([C:19]([F:31])([F:30])[C:20]([F:29])([F:28])[C:21]([F:27])([F:26])[C:22]([F:25])([F:24])[F:23])(=[O:18])=[O:17].[C:49]([O:52][CH2:53]C)(=[O:51])[CH3:50]>>[CH3:14][N:15]([C:32]([F:48])([F:47])[C:33]1([CH2:53][O:52][C:49](=[O:51])[CH2:50][CH2:3][CH2:4][CH2:5][CH2:6][OH:7])[CH:34]=[CH:35][C:36]([C:39]2[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=2)=[CH:37][CH2:38]1)[S:16]([C:19]([F:30])([F:31])[C:20]([F:29])([F:28])[C:21]([F:26])([F:27])[C:22]([F:24])([F:25])[F:23])(=[O:18])=[O:17]

Participants

5

Reactant 4

HCID 6228DimethylformamideHCID 8857Ethyl AcetateHCID 10401epsilon-CAPROLACTONEHCID 86671862HCID 86671862, compound

Product 1

HCID 86671861HCID 86671861, compound

Conditions

Temperature
65 °C

Procedure

Epsilon-caprolactone (0.012 mol, 1.37 g) and (C4H9)4NOH (55% w/w in water, 0.012 mol, 5.66 g) were mixed and heated at 65° C. for 2 hr. Then, water was evaporated by a rotary evaporator. DMF (20 mL) and 4-(N-methylperfluorobutanesulfonamidomethyl)-4′-chloromethylbiphenyl (0.01 mol, 5.28 g) were added. The solution was stirred at 65° C. for 2 hr. The solution was diluted by ethyl acetate, washed by water, dried by anhydrous magnesium sulfate. Evaporation of solvent by a rotary evaporator gave 5.0 g of 4′-(N-methylperfluorobutanesulfonamidomethyl)-4′-(6-hydroxyhexanoyloxymethyl) biphenyl.

Workup

  1. customThen, water was evaporated by a rotary evaporator
  2. washwashed by water
  3. dry with materialdried by anhydrous magnesium sulfate
  4. customEvaporation of solvent
  5. customby a rotary evaporator

Sources & evidence

ORD record
ord-f879c5a98fbf4a43b06b49f03f7dece6
Source dataset
uspto-grants-2015_03
Patent number
US08975436B2

Reaction notes

Loading…