Methanol → Dimyristylamine

HRID 1596156노트

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HRID 1596156 반응식
[CH2:1]([N:15]([CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH3:39])S(C1C=CC(C)=CC=1)(=O)=O)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH3:14].[C-]1C2C(=CC=CC=2)C=CC=1.[Li+].CO.O>O1CCCC1>[CH2:26]([NH:15][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][CH3:14])[CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH3:39]

참가 물질

6

반응물 4

HCID 887MethanolHCID 962WaterHCID 11768624Lithium naphthalenideHCID 21701141N,N-ditetradecyl-p-toluenesulfonamide

생성물 1

HCID 87077Dimyristylamine수율 89%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

A solution of N,N-ditetradecyl-p-toluenesulfonamide (4.16 g; 7.38 mmol) in tetrahydrofuran (2 ml) is added at 0° C. to a solution of lithium naphthalenide [prepared from naphthalene (4.73 g; 36.88 mmol) and lithium metal (0.38 g; 55.35 mmol) in tetrahydrofuran (40 ml) at room temperature for 1 h] and the reaction mixture is stirred for 1 h at room temperature. Methanol (2 ml) is added, followed by water (25 ml) and the mixture is extracted with ether (2×25 ml). The organic phase is dried over sodium sulfate, filtered and concentrated under reduced pressure to give a white solid which is purified by chromatography on a column of silica gel (eluent: ether) to give ditetradecylamine (2.68 g; 89%).

후처리

  1. extractionthe mixture is extracted with ether (2×25 ml)
  2. dry with materialThe organic phase is dried over sodium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated under reduced pressure
  5. customto give a white solid which
  6. customis purified by chromatography on a column of silica gel (eluent: ether)

출처 및 근거

ORD 기록
ord-7ef04f320f6a4947a77f6574c132ddc8
출처 데이터셋
uspto-grants-2001_09
특허 번호
US06291423B1

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