Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1) → 17-Acetoxy-heptadecanol

HRID 910816노트

반응식

HRID 910816 반응식
[C:1]([O:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][O:22]C1CCCCO1)(=[O:3])[CH3:2].CC1C=CC(S([O-])(=O)=O)=CC=1.C1C=C[NH+]=CC=1>CCO.CCOC(C)=O>[C:1]([O:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][OH:22])(=[O:3])[CH3:2]

참가 물질

5

반응물 2

HCID 466102Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1)HCID 57548717Tetrahydro-2-(17-acetoxyheptadecyloxy)-2H-pyran

생성물 1

HCID 8662564017-Acetoxy-heptadecanol수율 91%

시약·촉매·용매 2

HCID 702Ethanol용매HCID 8857Ethyl Acetate용매

반응 조건

온도
55 °C

실험 절차

THP ether 39 (1.207 g, 3.03 mmol) was dissolved in 95% EtOH (12 ml) and PPTS (76 mg, 0.3 mmol) was added. Reaction mixture was stirred at 55° C. for 4 h, cooled to room temperature and diluted with EtOAc. Mixture was washed with H2O three times, organic extract was dried over Na2SO4 and evaporated. Residue was chromatographed on silica gel to give 864 mg (91%) of 17-acetoxy-heptadecanol.

후처리

  1. customReaction mixture
  2. temperaturecooled to room temperature
  3. washMixture was washed with H2O three times
  4. extractionorganic extract
  5. dry with materialwas dried over Na2SO4
  6. customevaporated
  7. customResidue was chromatographed on silica gel

출처 및 근거

ORD 기록
ord-ad9debc360de42ee8c4eac8307b0ae29
출처 데이터셋
uspto-grants-2011_09
특허 번호
US08022235B2

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