1-Bromooctane → HCID 22222983, compound
Reaction equation
C1CC(=C(F)CNC2CCN([CH2:14][C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)CC2)CC1.[CH:23]12[CH2:29][CH:26]([CH:27]=[CH:28]1)[CH2:25][CH:24]2[CH2:30][OH:31].[OH-].[K+].[CH2:34](Br)CCCCCCC>O.CS(C)=O>[CH2:30]([O:31][CH2:34][C:18]12[CH2:14][CH:15]([CH2:20][CH2:19]1)[CH:16]=[CH:17]2)[CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:23][CH3:29]Participants
7
Procedure
A 500 mL round bottom flask equipped with a mechanical stirrer was charged with 9.7g (0.075 mol) of 5-norbornene-2-methanol, and 25 ml of DMSO. Potassium hydroxide (7.3g, 85% in purity; 0.13 mol) was added to the above mixture. After the above mixture was reacted at room temperature for 4 hrs., 15.9 g (0.15 mol) of n-octylbromide was slowly added to the above mixture over 25 min. The reaction was carried out at 80° C. for 3.3. hrs. After the reaction mixture was cooled to room temperature, the reaction mixture was combined with water (100 mL), extracted with chloroform (2×150 mL), washed with water (2×100 mL), and dried with sodium sulfate. The solvent was evaporated and the residue was vacuum distilled to give pure product.
Workup
- customA 500 mL round bottom flask equipped with a mechanical stirrer
- customAfter the above mixture was reacted at room temperature for 4 hrs
- customwas carried out at 80° C. for 3.3
- extractionextracted with chloroform (2×150 mL)
- washwashed with water (2×100 mL)
- dry with materialdried with sodium sulfate
- customThe solvent was evaporated
- distillationdistilled
- customto give pure product
Sources & evidence
- ORD record
- ord-9b6c71e9e24b44649d2cc73187955e11
- Source dataset
- uspto-grants-2006_03
- Patent number
- US07018559B2
Reaction notes
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