Benzoyl chloride → 5-Hydroxypentyl benzoate

HRID 1713364ノート

反応式

HRID 1713364 の反応式
[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

参加物

6

反応物 4

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

生成物 1

HCID 5698735-Hydroxypentyl benzoate

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-fd42bcea1fc440e3976fa8f73cebe289
出典データセット
uspto-grants-2010_09
特許番号
US07795270B2

反応ノート

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