Acetic Acid → HCID 68133212, compound

HRID 1578685Notes

Reaction equation

HRID 1578685 reaction equation
C[O:2][C:3]1[CH2:4][C:5]2[CH2:6][CH2:7][C@@H:8]3[C@@H:22]([C:23]=2[CH2:24][CH:25]=1)[CH2:21][CH2:20][C@@:18]1([CH3:19])[C@H:9]3[CH2:10][CH2:11][C:12]21[CH2:16][CH:15]([OH:17])[CH2:14][O:13]2.C(O)(=O)C>O>[OH:17][CH:15]1[CH2:14][O:13][C:12]2([CH2:11][CH2:10][C@H:9]3[C@H:8]4[C@H:22]([CH2:21][CH2:20][C@:18]23[CH3:19])[C:23]2[CH2:24][CH2:25][C:3](=[O:2])[CH2:4][C:5]=2[CH2:6][CH2:7]4)[CH2:16]1

Participants

4

Reactant 2

HCID 176Acetic AcidHCID 54173305HCID 54173305, compound

Product 1

HCID 68133212HCID 68133212, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A suspension of 1 part of 4',5'-dihydro-3-methoxyspiro[estra-2,5(10)-diene-17,2'(3'H)-furan]-4'-ol in 20 parts of aqueous 90% acetic acid is stirred for 13/4 hours, during which solution occurs. Approximately 100 parts of cold water is thereupon introduced, whereupon the precipitate which forms is filtered off, washed with water, dried in air, and recrystallized from ethyl acetate to give 4',5'-dihydro-4'-hydroxyspiro[estr-5(10)-ene-17,2'(3'H)-furan] -3-one melting at 118°- 123°.

Workup

  1. filtrationforms is filtered off
  2. washwashed with water
  3. customdried in air
  4. customrecrystallized from ethyl acetate

Sources & evidence

ORD record
ord-f75f6f754eb4447897abfd012bc85ead
Source dataset
uspto-grants-1976_02
Patent number
US03939155

Reaction notes

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