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Batyl Alcohol → 1-O-Octadecyl-3-O-[2-[2-(2-trityloxyethoxy)ethoxy]ethyl]glycerol

HRID 478093
Notes
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Reaction equation

HRID 478093 reaction equation
[CH3:1][CH2:2][CH2:3][CH2:4][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][O:19][CH2:20][CH:21]([OH:24])[CH2:22][OH:23].C1(C)C=CC(S([O-])(=O)=O)=CC=1.[Na+].[H-].[Na+].[CH2:39](O)[CH2:40][O:41][CH2:42][CH2:43][O:44][CH2:45][CH2:46][OH:47].[C:49](Cl)([C:62]1[CH:67]=[CH:66][CH:65]=[CH:64][CH:63]=1)([C:56]1[CH:61]=[CH:60][CH:59]=[CH:58][CH:57]=1)[C:50]1[CH:55]=[CH:54][CH:53]=[CH:52][CH:51]=1>N1C=CC=CC=1>[CH2:18]([O:19][CH2:20][CH:21]([CH2:22][O:23][CH2:39][CH2:40][O:41][CH2:42][CH2:43][O:44][CH2:45][CH2:46][O:47][C:49]([C:62]1[CH:67]=[CH:66][CH:65]=[CH:64][CH:63]=1)([C:56]1[CH:61]=[CH:60][CH:59]=[CH:58][CH:57]=1)[C:50]1[CH:55]=[CH:54][CH:53]=[CH:52][CH:51]=1)[OH:24])[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2][CH3:1]
ParticipantsProcedureSources & evidenceReaction notes

Participants

7

Reactant 5

HCID 3681Batyl AlcoholHCID 6456Trityl chlorideHCID 8172Triethylene GlycolHCID 24758Sodium hydrideHCID 3720192Sodium 4-methylbenzenesulfonate

Product 1

HCID 148777141-O-Octadecyl-3-O-[2-[2-(2-trityloxyethoxy)ethoxy]ethyl]glycerol
Yield 42.2%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

10.3 g (30 millimole) of batyl alcohol, 6.1 g (32 millimole) of sodium p-toluenesulfonate, 50 ml of pyridine, 1.6 g (40 millimole) of 60% oily sodium hydride, 45 g (300 millimole) of triethylene glycol, and 8.4 g (30 millimole) of trityl chloride were treated by following a procedure similar to that of Working Example 1, to give 9.1 g (42%) of the above-captioned compound.

Sources & evidence

ORD record
ord-86ee1e5ae9874216bdc3b8f1993af70d
Source dataset
uspto-grants-1989_12
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04889953

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes