Cetyl Alcohol → Hexadecyl Cyanoacetate

HRID 1946858ノート

反応式

HRID 1946858 の反応式
[CH2:1]([OH:17])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16].C1(N=C=NC2CCCCC2)CCCCC1.[C:33]([CH2:35][C:36](O)=[O:37])#[N:34].CCCCCC>CN(C)C1C=CN=CC=1.ClCCl.C(OCC)(=O)C>[C:33]([CH2:35][C:36]([O:17][CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16])=[O:37])#[N:34]

参加物

8

反応物 4

HCID 2682Cetyl Alcohol2 回HCID 8058HexaneHCID 9740Cyanoacetic acidHCID 10868Dicyclohexylcarbodiimide

生成物 1

HCID 10049542Hexadecyl Cyanoacetate

試薬・触媒・溶媒 3

HCID 142844-(Dimethylamino)pyridine触媒HCID 6344Dichloromethane溶媒2 回HCID 8857Ethyl Acetate溶媒

実験手順

The esterification reaction of hexadecanol was carried under an inert atmosphere (Argon). 9.9864 g of dicyclohexylcarbodiimide (DCC) and 50 mg of 4-(dimethylamino) pyridine (DMAP), previously dissolved in 50 ml of anhydrous dichloromethane, were added to a solution of cyanoacetic acid (7.4853 g) and of hexadecanol (10.6674 g) in 50 ml of anhydrous dichloromethane plus 5 ml of ethyl acetate. The obtained sample was stirred for 24 hours at room temperature. Then 50 ml of anhydrous hexane were added. The formed solid residue was separated off by filtration under vacuum, and washed with n-hexane (70 ml). The filtrate was concentrated under reduced pressure until obtaining an amorphous yellow solid. It was afterwards purfied by flash chromatography (oil ligroin/ethyl acetate 9/1). 14 g of a white solid were thus obtained.

後処理

  1. customThe formed solid residue was separated off by filtration under vacuum
  2. washwashed with n-hexane (70 ml)
  3. concentrationThe filtrate was concentrated under reduced pressure
  4. customuntil obtaining an amorphous yellow solid

出典と根拠

ORDレコード
ord-9adb436ca1c149018d2f40b477cf4519
出典データセット
uspto-grants-2013_03
特許番号
US08399457B2

反応ノート

読み込み中…