Urea, tricyclo(3.3.1.1(sup 3,7))dec-1-yl- → HCID 20064724, compound

HRID 359282Notes

Reaction equation

HRID 359282 reaction equation
[C:1]12([NH:11][C:12]([NH2:14])=[O:13])[CH2:10][CH:5]3[CH2:6][CH:7]([CH2:9][CH:3]([CH2:4]3)[CH2:2]1)[CH2:8]2.Cl[CH:16]([C:22]([C:24]([F:27])([F:26])[F:25])=O)[C:17]([O:19][CH2:20][CH3:21])=[O:18]>>[C:1]12([NH:11][C:12]3[O:13][C:16]([C:17]([O:19][CH2:20][CH3:21])=[O:18])=[C:22]([C:24]([F:25])([F:27])[F:26])[N:14]=3)[CH2:10][CH:5]3[CH2:4][CH:3]([CH2:9][CH:7]([CH2:6]3)[CH2:8]1)[CH2:2]2

Participants

3

Reactant 2

HCID 64166Urea, tricyclo(3.3.1.1(sup 3,7))dec-1-yl-HCID 2737165Ethyl 2-chloro-4,4,4-trifluoro-3-oxobutanoate

Product 1

HCID 20064724HCID 20064724, compoundYield 39.1%

Procedure

By the procedure of Example 4, 11.6 g (60 mmol) of adamantyl urea was reacted with 10.9 g (50 mmol) of ethyl 2-chloro-4,4,4-trifluoroacetoacetate at 140°-150° C. for 24 hours. The product was separated and then recrystallized from methylcyclohexane to yield 7.0 g of a white solid product (m.p.=109°-111° C.) identified in Table I.

Workup

  1. customThe product was separated
  2. customrecrystallized from methylcyclohexane

Sources & evidence

ORD record
ord-e05bd9a9218040f5a6ef7a5071abab7d
Source dataset
uspto-grants-1991_03
Patent number
US05000775

Reaction notes

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