Morpholine → 4-[(E,E,E)-7-hydroxymethyl-3,11,15-trimethyl-2,6,10,14-hexadecatetraenoyl]morpholine

HRID 26982Notes

Reaction equation

HRID 26982 reaction equation
[OH:1][CH2:2]/[C:3](/[CH2:13][CH2:14]/[CH:15]=[C:16](\[CH3:23])/[CH2:17][CH2:18][CH:19]=[C:20]([CH3:22])[CH3:21])=[CH:4]/[CH2:5][CH2:6]/[C:7](/[CH3:12])=[CH:8]/[C:9]([OH:11])=O.C(N(CC)CC)C.C(Cl)(=O)OCC.[NH:37]1[CH2:42][CH2:41][O:40][CH2:39][CH2:38]1>ClCCl>[OH:1][CH2:2]/[C:3](/[CH2:13][CH2:14]/[CH:15]=[C:16](\[CH3:23])/[CH2:17][CH2:18][CH:19]=[C:20]([CH3:22])[CH3:21])=[CH:4]/[CH2:5][CH2:6]/[C:7](/[CH3:12])=[CH:8]/[C:9]([N:37]1[CH2:42][CH2:41][O:40][CH2:39][CH2:38]1)=[O:11]

Participants

6

Reactant 4

HCID 8083MorpholineHCID 8471TriethylamineHCID 10928Ethyl chloroformateHCID 86736491(E,E,E)-7-hydroxymethyl-3,11,15-trimethyl-2,6,10,14-hexadecatetraenoic acid

Product 1

HCID 705856684-[(E,E,E)-7-hydroxymethyl-3,11,15-trimethyl-2,6,10,14-hexadecatetraenoyl]morpholine

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Following the same manner as in Example 5, the reaction and after-treatment were conducted by using 400 mg of (E,E,E)-7-hydroxymethyl-3,11,15-trimethyl-2,6,10,14-hexadecatetraenoic acid, 0.16 ml of triethylamine, 0.13 ml of ethyl chlorocarbonate and 0.20 ml of morpholine in 10 ml of dichloromethane to afford 210 mg of the end product.

Workup

  1. customthe reaction

Sources & evidence

ORD record
ord-d607a8c13ac3464b893b465e33927e0d
Source dataset
uspto-grants-1979_04
Patent number
US04151357

Reaction notes

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