Hydrochloric Acid → HCID 53965950, compound

HRID 1578686Notes

Reaction equation

HRID 1578686 reaction equation
[OH:1][CH:2]1[CH2:6][O:5][C:4]2([CH2:11][CH2:10][C@H:9]3[C@H:12]4[C@H:21]([CH2:22][CH2:23][C@:7]23[CH3:8])[C:20]2[CH2:19][CH2:18][C:17](=[O:24])[CH2:16][C:15]=2[CH2:14][CH2:13]4)[CH2:3]1.CO.Cl>O>[OH:1][CH:2]1[CH2:6][O:5][C:4]2([CH2:11][CH2:10][C@H:9]3[C@H:12]4[C@H:21]([CH2:22][CH2:23][C@:7]23[CH3:8])[C@@H:20]2[C:15](=[CH:16][C:17](=[O:24])[CH2:18][CH2:19]2)[CH2:14][CH2:13]4)[CH2:3]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 68133212HCID 68133212, compound

Product 1

HCID 53965950HCID 53965950, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

A mixture of 15 parts of 4',5'-dihydro-4'-hydroxyspiro[estr-5(10)-ene-17,2'(3'H)-furan]-3-one, 79 parts of methanol, 8 parts of concentrated hydrochloric acid, and 5 parts of water is allowed to stand at room temperatures for 2 hours. To the resultant solution is added 600 parts of cold water. 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-4-ene-17,2'(3'H)-furan]-3-one melting at 149°-154°.

Workup

  1. filtrationThe precipitate which forms is filtered off
  2. washwashed with water
  3. customdried in air
  4. customrecrystallized from ethyl acetate

Sources & evidence

ORD record
ord-0c8d2b583abf4604a57fdaf4952aea4e
Source dataset
uspto-grants-1976_02
Patent number
US03939155

Reaction notes

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