Water → HCID 19764388, compound

HRID 1885455Notes

Reaction equation

HRID 1885455 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-13af2146c6cd49b0a71269094138b5d3
Source dataset
uspto-grants-1992_09
Patent number
US05144045

Reaction notes

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