Benzoyl chloride → 5-Hydroxypentyl benzoate

HRID 908518

반응식

HRID 908518 반응식
[CH:1]([OH:7])(O)[CH2:2][CH2:3][CH2:4][CH3:5].C[Sn](Cl)(Cl)C.[C:13]([O-:16])([O-])=[O:14].[K+].[K+].C(Cl)(=O)[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1>C1COCC1>[C:13]([O:16][CH2:5][CH2:4][CH2:3][CH2:2][CH2:1][OH:7])(=[O:14])[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1

참가 물질

6

반응물 4

HCID 7412Benzoyl chlorideHCID 11430Potassium CarbonateHCID 12955Dimethyltin dichlorideHCID 17775877Pentane-1,1-diol

생성물 1

HCID 5698735-Hydroxypentyl benzoate

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of pentanediol (1 mmol) in THF (5 ml) was added a catalytic amount of dimethyltin dichloride (0.01 mmol), solid K2CO3 (2.0 mmol) and benzoyl chloride (1.2 mmol), at room temperature. After stirring the mixture at room temperature until the diol disappeared (checked by TLC), the mixture was poured onto water and the organic portion was extracted with DCM. After evaporation of the solvent, a residue was obtained and purified by flash chromatography using a mixture of DCM/MeOH as eluent.

후처리

  1. customat room temperature
  2. additionthe mixture was poured onto water
  3. extractionthe organic portion was extracted with DCM
  4. customAfter evaporation of the solvent
  5. customa residue was obtained
  6. custompurified by flash chromatography
  7. additiona mixture of DCM/MeOH as eluent

출처 및 근거

ORD 기록
ord-12439db56bd543eb8c929760e1c87312
출처 데이터셋
uspto-grants-2011_09
특허 번호
US08017620B2

연결된 노트

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