HomeMCPWorkbenchSkills
HomeWorkbenchNotificationsMe
llms.txt · MCP GuidePrivacy Policy · Terms of Service · Supportv1.8.0
  1. Home
  2. /Reaction

Triethylamine → HCID 17912565, compound

HRID 963549
Notes
Print preview

Reaction equation

HRID 963549 reaction equation
[F:1][C:2]([F:16])=[CH:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][C:13](Cl)=[O:14].[CH2:17]([S:20]([C:23]1[CH:29]=[CH:28][C:26]([NH2:27])=[CH:25][CH:24]=1)(=[O:22])=[O:21])[CH2:18][CH3:19].C(N(CC)CC)C>CN(C)C1C=CN=CC=1.C1(C)C=CC=CC=1>[CH2:17]([S:20]([C:23]1[CH:24]=[CH:25][C:26]([NH:27][C:13](=[O:14])[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH:3]=[C:2]([F:16])[F:1])=[CH:28][CH:29]=1)(=[O:22])=[O:21])[CH2:18][CH3:19]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

6

Reactant 3

HCID 8471TriethylamineHCID 5646714-(Propylsulfonyl)anilineHCID 14855873HCID 14855873, compound

Product 1

HCID 17912565HCID 17912565, compound

Reagents, catalysts & solvents 2

HCID 142844-(Dimethylamino)pyridineCatalystHCID 1140Toluene
Solvent
2×

Procedure

8.5 g of 12,12-difluorododec-11-enoic acid chloride are added at room temperature to 3.45 g of 4-propylsulfonylaniline, 2.5 g of triethylamine and 100 mg of 4-dimethylaminopyridine in 50 ml of toluene and the mixture is stirred for 2 days at room temperature. A further 50 ml of toluene is then added, the toluene phase is washed with water, dried over sodium sulfate and concentrated to dryness by evaporation in vacuo. The residue is chromatographed on silica gel with hexane:ethyl acetate (7:3), yielding the title compound having a melting point of 67°-70° C. (compound no. 3-4).

Workup

  1. washthe toluene phase is washed with water
  2. dry with materialdried over sodium sulfate
  3. concentrationconcentrated to dryness by evaporation in vacuo
  4. customThe residue is chromatographed on silica gel with hexane:ethyl acetate (7:3)

Sources & evidence

ORD record
ord-506aa05642c6492682b99828d2d99ce1
Source dataset
uspto-grants-1998_06
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05763481

Reaction notes

Loading…

On this pageParticipantsProcedureWorkupSources & evidenceReaction notes