1-Chloro-4-acetoxynonane → 7-[N-(4-hydroxy-2-noneneyl)acetamido]heptanoic acid

HRID 1288353Notes

Reaction equation

HRID 1288353 reaction equation
ClCCCC(OC(=O)C)CCCCC.BrCC#CC(OC(=O)C)CCCCC.C([O:32][CH:33]([CH2:52][CH2:53][CH2:54][CH2:55][CH3:56])[C:34]#[C:35][CH2:36][N:37]([CH2:41][CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][C:47]([O:49]CC)=[O:48])[C:38](=[O:40])[CH3:39])(=O)C>>[OH:32][CH:33]([CH2:52][CH2:53][CH2:54][CH2:55][CH3:56])[CH:34]=[CH:35][CH2:36][N:37]([CH2:41][CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][C:47]([OH:49])=[O:48])[C:38](=[O:40])[CH3:39]

Participants

4

Reactant 3

HCID 131047161-Chloro-4-acetoxynonaneHCID 203861201-Bromo-4-acetoxy-2-nonyneHCID 21503926ethyl 7-[N-(4-acetoxy-2-nonynyl)acetamido]heptanoate

Product 1

HCID 544462767-[N-(4-hydroxy-2-noneneyl)acetamido]heptanoic acid

Procedure

The synthesis of this compound is carried out as described in Example 2 except that, in Step B, the 1-chloro-4-acetoxynonane is replaced by an equimolar amount of 1-bromo-4-acetoxy-2-nonyne (Example I, Step 3). The product of Step B is ethyl 7-[N-(4-acetoxy-2-nonynyl)acetamido]heptanoate. The subsequent step yields 7-[N-(4-hydroxy-2-nonynyl)acetamido]heptanoic acid (C).

Workup

  1. customThe synthesis of this compound

Sources & evidence

ORD record
ord-30e2e2adc123448d81c1eb655bc57927
Source dataset
uspto-grants-1976_10
Patent number
US03987091

Reaction notes

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