Diethyl Ether → 2-(6-Chlorohexyloxy)tetrahydro-2H-pyran

HRID 28313

반응식

HRID 28313 반응식
[Cl:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][OH:8].[O:9]1[CH:14]=[CH:13][CH2:12][CH2:11][CH2:10]1.CCOCC.C(=O)(O)[O-].[Na+]>C(Cl)Cl.C1(C)C=CC(S(O)(=O)=O)=CC=1>[Cl:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][O:8][CH:10]1[CH2:11][CH2:12][CH2:13][CH2:14][O:9]1

참가 물질

7

반응물 4

HCID 3283Diethyl EtherHCID 80803,4-dihydro-2H-pyranHCID 748286-Chloro-1-hexanolHCID 516892Sodium Bicarbonate

생성물 1

HCID 3298032-(6-Chlorohexyloxy)tetrahydro-2H-pyran수율 86.6%

시약·촉매·용매 2

HCID 6101p-Toluenesulfonic acid촉매HCID 6344Dichloromethane용매2회

실험 절차

To a mixture of 15 g of 6-chlorohexanol, 100 ml of methylenechloride and 0.2 g of p-toluenesulphonic acid were added dropwise 12 g of dihydropyrane in 40 ml of methylenechloride. The reaction mixture was stirred for 15 h at room temperature and then distributed between ether and saturated sodium bicarbonate solution. The ether phase was washed with water, dried over sodium sulphate, filtered and concentrated to dryness. Chromatography of the residue on silica using hexane/ether (3:1) gave 21 g of the product as a colourless oil.

후처리

  1. washThe ether phase was washed with water
  2. dry with materialdried over sodium sulphate
  3. filtrationfiltered
  4. concentrationconcentrated to dryness

출처 및 근거

ORD 기록
ord-a770b83f1db64c9a9292a5aa6bd5ee65
출처 데이터셋
uspto-grants-2008_09
특허 번호
US07419620B2

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