Dicyclohexylcarbodiimide → HCID 19824106, compound

HRID 728238Notes

Reaction equation

HRID 728238 reaction equation
[I:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][C:12](O)=[O:13].ON1C(=O)CCC1=O.C1CCC(N=C=NC2CCCCC2)CC1.[NH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][CH2:47][CH2:48][CH2:49][C:50]([OH:52])=[O:51]>CO>[O:13]=[C:12]([NH:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][CH2:47][CH2:48][CH2:49][C:50]([OH:52])=[O:51])[CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2][I:1]

Participants

6

Reactant 4

HCID 10868DicyclohexylcarbodiimideHCID 6966112-Aminododecanoic AcidHCID 80170N-HydroxysuccinimideHCID 1146110411-iodoundecanoic Acid

Product 1

HCID 19824106HCID 19824106, compoundYield 84%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Similar to example 2, reaction of 07.90 g (25.3 mmol) 11-iodoundecanoic acid with 2.90 g (25.3 mmol) N-hydroxysuccinimide and 5.22 g (25.3 mmol) DCC gave 10.0 g (96%) of the succiminidylester, which was reacted with 5.40 g (25.1 mmol) 12-aminododecanoic acid to yield 10.5 g (84%) of colourless crystals, m.p. 107°-110° C. (methanol).

Workup

  1. customgave 10.0 g (96%) of the succiminidylester, which

Sources & evidence

ORD record
ord-bdc95e64a2924b17a444f8d7f5dab5b6
Source dataset
uspto-grants-1991_09
Patent number
US05047535

Reaction notes

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