Ethylene Glycol → HCID 21968522, compound

HRID 1107389Notes

Reaction equation

HRID 1107389 reaction equation
[CH3:1][N:2]1[C@H:16]2[C@@:6]([O:18][CH3:19])([C:7]3[CH:8]=[CH:9][CH:10]=[C:11]4[C:17]=3[C:14]([CH2:15]2)=[CH:13][NH:12]4)[CH2:5][C@@H:4]([CH2:20][OH:21])[CH2:3]1.S(=O)(=O)(O)O.[Na].C(O)[CH2:29][OH:30]>>[CH3:1][N:2]1[C@H:16]2[C@@:6]([O:18][CH2:19][CH2:29][OH:30])([C:7]3[CH:8]=[CH:9][CH:10]=[C:11]4[C:17]=3[C:14]([CH2:15]2)=[CH:13][NH:12]4)[CH2:5][C@@H:4]([CH2:20][OH:21])[CH2:3]1

Participants

5

Reactant 4

HCID 174Ethylene GlycolHCID 1118Sulfuric AcidHCID 5360545SodiumHCID 13536793(10-Methoxy-6-methylergolin-8beta-yl)methanol

Product 1

HCID 21968522HCID 21968522, compoundYield 75%

Procedure

A stirred solution of 10 g of 6-methyl-8β-hydroxymethyl-10α-methoxy-ergoline in 100 ml of ethylen glycol was treated with 7.5 ml of concentrated sulphuric acid at room temperature. After stirring for 3 hour, the solution was poured into ice water then made alkaline with concentrated sodium hydroxyde. The precipitated was collected washed with water, and crystallised from ehanol to provide the title compound in 75% yield, m.p. 201-205° C.

Workup

  1. customThe precipitated was collected
  2. washwashed with water
  3. customcrystallised from ehanol

Sources & evidence

ORD record
ord-79ae1dcbdf3f4944a9f6c7ee390e537b
Source dataset
uspto-grants-2000_05
Patent number
US06060483

Reaction notes

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