乙酐 → Acetic acid, ion(1-) (8CI,9CI)

HRID 1283477

反应方程式

HRID 1283477 反应方程式
[C:1]([O:4]C(=O)C)(=[O:3])[CH3:2].Cl(O)(=O)(=O)=O.[CH3:13][C@:14]12[CH2:22][CH2:21][C@@H:20]3[C:23]4[CH2:24][CH:25]=[C:26]([O:31]C)[CH2:27][C:28]=4[CH2:29][CH2:30][C@H:19]3[C@@H:18]1[CH2:17][CH2:16][C@:15]2([C:34]#[CH:35])[OH:33].C(=O)(O)[O-].[Na+]>C(OCC)(=O)C>[CH3:13][C@:14]12[CH2:22][CH2:21][C@@H:20]3[C@@H:23]4[C:28]([CH2:29][CH2:30][C@H:19]3[C@@H:18]1[CH2:17][CH2:16][C@:15]2([C:34]#[CH:35])[OH:33])=[CH:27][C:26](=[O:31])[CH2:25][CH2:24]4.[C:1]([O-:4])(=[O:3])[CH3:2]

参与物

7

反应物 4

HCID 7918乙酐HCID 24247高氯酸HCID 516892碳酸氢钠HCID 8673382613-methyl-17alpha-ethynyl-3-methoxygona-2,5(10)-dien-17-Ol

产物 2

HCID 175Acetic acid, ion(1-) (8CI,9CI)HCID 6230炔诺酮

试剂、催化剂与溶剂 1

HCID 8857乙酸乙酯溶剂

实验过程

Prepare a fresh solution of acetic anhydride (4.8 ml.) and 70% aqueous perchloric acid (0.01 ml.) in ethyl acetate (50 ml.) then add dl-13-methyl-17α-ethynyl-3-methoxygona-2,5(10)-dien- 17-Ol (0.5 g.) as a solid, swirl for 1.5 minutes then quench the reaction by adding saturated aqueous sodium bicarbonate solution. Wash the ethyl acetate layer with saturated bicarbonate, brine and dry over anhydrous sodium sulfate. Filter, evaporate in vacuo then add methanol with a trace of pyridine and let stand for 2 hours. Evaporate in vacuo, pump dry then treat the residue in ether with decolorizing charcoal. Filter, evaporate and crystallize the residue from methanol to obtain dl-13-methyl-17α-ethynyl-17-hydroxygon-4-en-3-one, acetate.

后处理

  1. customthen quench
  2. customthe reaction
  3. washWash the ethyl acetate layer with saturated bicarbonate, brine
  4. dry with materialdry over anhydrous sodium sulfate
  5. filtrationFilter
  6. customevaporate in vacuo
  7. waitadd methanol with a trace of pyridine and let stand for 2 hours
  8. customEvaporate in vacuo
  9. custompump dry
  10. additionthen treat the residue in ether with decolorizing charcoal
  11. filtrationFilter
  12. customevaporate
  13. customcrystallize the residue from methanol

来源与证据

ORD记录
ord-4f3638211e3c4776a14f79af607aac78
来源数据集
uspto-grants-1976_08
专利号
US03975412

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