1-Bromodecane → HCID 56607123, compound

HRID 2288094Notes

Reaction equation

HRID 2288094 reaction equation
[C:1]1([CH:7]([O:14][C:15]([C:17]23[C:28]4([CH:30]=[O:31])[CH2:29][CH:20]([C:21]2([CH2:33][O:34][C:35]25[CH:44]([O:45][Si:46]([C:49]([CH3:52])([CH3:51])[CH3:50])([CH3:48])[CH3:47])[CH:41]6[CH:42]([OH:43])[CH:37]([CH:38]([O:40]6)[O:39]2)[O:36]5)[CH2:22][CH:23]2[CH:27]4[CH2:26][CH2:25][CH:24]2[CH3:32])[CH:19]=[C:18]3[CH:53]([CH3:55])[CH3:54])=[O:16])[C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[H-].[Na+].[CH2:58](Br)[CH2:59][CH2:60][CH2:61][CH2:62][CH2:63][CH2:64][CH2:65][CH2:66][CH3:67]>CN(C)C=O>[C:1]1([CH:7]([O:14][C:15]([C:17]23[C:28]4([CH:30]=[O:31])[CH2:29][CH:20]([C:21]2([CH2:33][O:34][C:35]25[CH:44]([O:45][Si:46]([C:49]([CH3:52])([CH3:51])[CH3:50])([CH3:48])[CH3:47])[CH:41]6[CH:42]([O:43][CH2:58][CH2:59][CH2:60][CH2:61][CH2:62][CH2:63][CH2:64][CH2:65][CH2:66][CH3:67])[CH:37]([CH:38]([O:40]6)[O:39]2)[O:36]5)[CH2:22][CH:23]2[CH:27]4[CH2:26][CH2:25][CH:24]2[CH3:32])[CH:19]=[C:18]3[CH:53]([CH3:55])[CH3:54])=[O:16])[C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 3

HCID 81731-BromodecaneHCID 24758Sodium hydrideHCID 56626166HCID 56626166, compound

Product 1

HCID 56607123HCID 56607123, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

62.8 mg of compound (6) was dissolved in 0.4 ml of dry dimethylformamide under a nitrogen atmosphere and mixed with about 7 mg of sodium hydride under cooling with ice. After 15 minutes, 80 μl of decyl bromide was added, and the reaction solution was allowed to react at room temperature under stirring for another 18 hours. Then, the reaction solution was charged onto a silica gel column (Kieselgel 60, Merck, 1.0φ×20 cm) and eluted with n-hexane-ethyl acetate (4:1) to give 85.7 mg of compound (48) as a colorless oily substance.

Workup

  1. temperatureunder cooling with ice
  2. customto react at room temperature
  3. additionThen, the reaction solution was charged onto a silica gel column (Kieselgel 60, Merck, 1.0φ×20 cm)
  4. washeluted with n-hexane-ethyl acetate (4:1)

Sources & evidence

ORD record
ord-2478f0d9d2bb47b6a0b0303abc421b4b
Source dataset
uspto-grants-2000_07
Patent number
US06087390

Reaction notes

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