1-Iodohexane → HCID 19063051, compound

HRID 482501Notes

Reaction equation

HRID 482501 reaction equation
[H-].[Na+].[OH:3][C:4]1[CH:11]=[C:10]([OH:12])[C:9]([C:13]23[CH2:22][CH:17]4[CH2:18][CH:19]([CH2:21][CH:15]([CH2:16]4)[CH2:14]2)[CH2:20]3)=[CH:8][C:5]=1[CH:6]=[O:7].I[CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH3:29]>CN(C=O)C>[CH2:24]([O:3][C:4]1[CH:11]=[C:10]([O:12][CH2:10][CH2:11][CH2:4][CH2:5][CH2:8][CH3:9])[C:9]([C:13]23[CH2:14][CH:15]4[CH2:21][CH:19]([CH2:18][CH:17]([CH2:16]4)[CH2:22]2)[CH2:20]3)=[CH:8][C:5]=1[CH:6]=[O:7])[CH2:25][CH2:26][CH2:27][CH2:28][CH3:29]

Participants

5

Reactant 3

HCID 125271-IodohexaneHCID 24758Sodium hydrideHCID 19063061HCID 19063061, compound

Product 1

HCID 19063051HCID 19063051, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent2×

Procedure

1.3 g (35.2 mmol) of sodium hydride (80% in oil) and 50 ml of DMF were introduced into a three-necked flask under a stream of nitrogen. A solution of 4.8 g (17.6 mmol) of 2,4-dihydroxy-5-(1-adamantyl)-benzaldehyde dissolved in 70 ml of DMF was added dropwise and stirring was carried out at room temperature until gas evolution has ceased. 6.5 ml (35.2 mmol) of 1-iodohexane were then added dropwise and stirring was carried out at room temperature for four hours.

Workup

  1. additionwas added dropwise
  2. customwas carried out at room temperature until gas evolution
  3. stirringstirring

Sources & evidence

ORD record
ord-3cc2e31c2ec54cb2bb3226b74306ae5d
Source dataset
uspto-grants-1998_08
Patent number
US05798354

Reaction notes

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