Ethyl 7-bromoheptanoate → Ethyl 7-{acetyl[4-(acetyloxy)nonyl]amino}heptanoate

HRID 1288345Notes

Reaction equation

HRID 1288345 reaction equation
[O:1]1CCC[CH2:3][CH:2]1[O:7][CH:8]([CH2:27][CH2:28][CH2:29][CH2:30][CH3:31])[CH2:9][CH2:10][CH2:11][N:12]([CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][C:22]([O:24][CH2:25][CH3:26])=[O:23])[C:13](=[O:15])[CH3:14].C(NCCCCCCC(OCC)=O)(=O)C.BrCCCCCCC(OCC)=O.ClCCCC(OC(=O)C)CCCCC>>[C:2]([O:7][CH:8]([CH2:27][CH2:28][CH2:29][CH2:30][CH3:31])[CH2:9][CH2:10][CH2:11][N:12]([CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][C:22]([O:24][CH2:25][CH3:26])=[O:23])[C:13](=[O:15])[CH3:14])(=[O:1])[CH3:3]

Participants

5

Reactant 4

HCID 122490Ethyl 7-bromoheptanoateHCID 131047161-Chloro-4-acetoxynonaneHCID 21503952HCID 21503952, compoundHCID 21503972Ethyl 7-acetamidoheptanoate

Product 1

HCID 21503950Ethyl 7-{acetyl[4-(acetyloxy)nonyl]amino}heptanoate

Procedure

The preparation of this compound is accomplished by essentially the same method as described in Example 1, Step A, except that the N-[4-(2-tetrahydropyranyloxy)nonyl]-acetamide of Example 1, Step A is replaced by an equimolar quantity of ethyl 7-acetamidoheptanoate and the ethyl 7-bromoheptanoate is replaced by an equimolar quantity of 1-chloro-4-acetoxynonane (Example A, Step 4). Purification of the product by column chromatography on silica gel gives ethyl 7-[N-(4-acetoxynonyl)acetamido]heptanoate.

Workup

  1. customThe preparation of this compound
  2. customPurification of the product by column chromatography on silica gel

Sources & evidence

ORD record
ord-ed8f2477a0d2458e8571e85f5f202046
Source dataset
uspto-grants-1976_10
Patent number
US03987091

Reaction notes

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