Methyl p-toluenesulfonate → HCID 14877744, compound

HRID 478103Notes

Reaction equation

HRID 478103 reaction equation
[CH2:1]([O:15][CH2:16][CH:17]([CH2:19][O:20][CH2:21][CH2:22][O:23][CH2:24][CH2:25][O:26]C(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)[OH:18])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH3:14].[C:46]1(C)C=CC(S(OC)(=O)=O)=CC=1.[OH-].[Na+]>[Cl-].C([N+](C)(C)C)CCCCCCCCCCCCCCC.Cl>[OH:26][CH2:25][CH2:24][O:23][CH2:22][CH2:21][O:20][CH2:19][CH:17]([CH2:16][O:15][CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH3:14])[O:18][CH3:46]

Participants

6

Reactant 3

HCID 6645Methyl p-toluenesulfonateHCID 14798Sodium HydroxideHCID 14877743HCID 14877743, compound

Product 1

HCID 14877744HCID 14877744, compoundYield 89%

Reagents, catalysts & solvents 2

HCID 8154Hexadecyltrimethylammonium chlorideCatalystHCID 313Hydrochloric AcidSolvent

Procedure

18.6 g (30 millimole) of 1-O-tetradecyl-3-O-[2-(2-trityloxyethoxy)ethyl]glycerol, 6.1 g (33 millimole) of methyl p-toluenesulfonate, 8 g (100 millimole) of 50% sodium hydroxide, 192 mg (0.6 millimole) of cetyltrimethylammonium chloride and 20 ml of 2N hydrochloric acid were treated by following a procedure similar to that of Working Example 5, to give 10.4 g (89%) of the above-captioned compound.

Sources & evidence

ORD record
ord-2e4f31a9e82943238a5d54ecf119d172
Source dataset
uspto-grants-1989_12
Patent number
US04889953

Reaction notes

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