Triacetoxyperiodinane → 4-Benzyloxymethyl-cyclohexanecarbaldehyde

HRID 217237노트

반응식

HRID 217237 반응식
[CH2:1]([O:8][CH2:9][CH:10]1[CH2:15][CH2:14][CH:13]([CH2:16][OH:17])[CH2:12][CH2:11]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.CC(OI1(OC(C)=O)(OC(C)=O)OC(=O)C2C=CC=CC1=2)=O.C([O-])(O)=O.[Na+]>ClCCl>[CH2:1]([O:8][CH2:9][CH:10]1[CH2:15][CH2:14][CH:13]([CH:16]=[O:17])[CH2:12][CH2:11]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

참가 물질

5

반응물 3

HCID 159087TriacetoxyperiodinaneHCID 516892Sodium BicarbonateHCID 22106763((1r,4r)-4-((Benzyloxy)methyl)cyclohexyl)methanol

생성물 1

HCID 186672404-Benzyloxymethyl-cyclohexanecarbaldehyde수율 79%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a mixture of (4-benzyloxymethyl-cyclohexyl)-methanol (1.40 g, 6 mmol) in dichloromethane 28 mL is added Dess-Martin periodinate (2.53 g, 6 mmol) at 0° C., and the mixture is stirred for 0.5 hour while warming to room temperature. After addition of saturated aqueous NaHCO3, the mixture is extracted with EtOAc. The combined organic layer after dried over MgSO4 is concentrated to obtain 4-benzyloxymethyl-cyclohexanecarbaldehyde as clear oil (1.07 g, 79%) after purification.

후처리

  1. extractionthe mixture is extracted with EtOAc
  2. dry with materialThe combined organic layer after dried over MgSO4
  3. concentrationis concentrated

출처 및 근거

ORD 기록
ord-2d2e21fa5c6b4d67a39a03d48b0dabf2
출처 데이터셋
uspto-grants-2012_06
특허 번호
US08193349B2

반응 노트

불러오는 중…