Water → HCID 19764388, compound

HRID 248146Notes

Reaction equation

HRID 248146 reaction equation
[H-].[Na+].[CH:3]([OH:21])=[CH:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH3:20].[CH2:22](Br)[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1.O.[CH3:31]N(C)C=O>>[C:23]1([CH2:22][O:21][CH2:3][C:4]([CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH3:20])=[CH2:31])[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1

Participants

6

Reactant 5

HCID 962WaterHCID 6228Dimethylformamide2×HCID 7498Benzyl BromideHCID 24758Sodium hydrideHCID 534378461-Octadecen-1-ol

Product 1

HCID 19764388HCID 19764388, compound

Procedure

To 1.4 g of washed sodium hydride in 100 ml of dry N,N-dimethylformamide is added a solution of 10 g of 1-octadecenol in 100 ml of dimethylformamide followed by 5.8 g of benzyl bromide. This mixture is stirred for 15 hours, then water added and the mixture extracted with ether. The ether extract is dried, evaporated and purified by chromatography, to give 9.0 g of the desired compound.

Workup

  1. extractionthe mixture extracted with ether
  2. extractionThe ether extract
  3. customis dried
  4. customevaporated
  5. custompurified by chromatography

Sources & evidence

ORD record
ord-09f473ab93a349b9b56cb68124615b3c
Source dataset
uspto-grants-1993_05
Patent number
US05208223

Reaction notes

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