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

HRID 2049984Notes

Reaction equation

HRID 2049984 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-01d237d2c50643e783252b0fa39fb187
Source dataset
uspto-grants-1980_04
Patent number
US04199519

Reaction notes

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