Acetic Anhydride → HCID 12270319, compound

HRID 1579882Notes

Reaction equation

HRID 1579882 reaction equation
[C:1]([C:4]1[CH:5]=[C:6]([N:11]2[C:19]3[CH2:18][CH2:17][C:16]4[CH:20]=[CH:21][CH:22]=[CH:23][C:15]=4[C:14]=3[CH:13]=[C:12]2[C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[CH:7]=[CH:8][C:9]=1[OH:10])([OH:3])=[O:2].[C:30](OC(=O)C)(=[O:32])[CH3:31]>O>[C:30]([O:10][C:9]1[CH:8]=[CH:7][C:6]([N:11]2[C:19]3[CH2:18][CH2:17][C:16]4[CH:20]=[CH:21][CH:22]=[CH:23][C:15]=4[C:14]=3[CH:13]=[C:12]2[C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)=[CH:5][C:4]=1[C:1]([OH:3])=[O:2])(=[O:32])[CH3:31]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 40821Fendosal

Product 1

HCID 12270319HCID 12270319, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 26.2 g. (0.069 mole) of 3-(3-carboxy-4-hydroxyphenyl)-4,5-dihydro-2-phenylbenz[e]indole and 204 g. of acetic anhydride was stirred at 75° for 4 hours, cooled, treated with 34 g. of water, stirred for several hours until a solution formed, and allowed to stand overnight. The solid which separated was collected, washed with acetic acid and petroleum ether, and dried to provide 26.7 g. (91%) of crystals, m.p. 194°-196°.

Workup

  1. additionA mixture of 26.2 g
  2. temperaturecooled
  3. additiontreated with 34 g
  4. customformed
  5. customThe solid which separated
  6. customwas collected
  7. washwashed with acetic acid and petroleum ether
  8. customdried
  9. customto provide 26.7 g

Sources & evidence

ORD record
ord-bbc4fc6e45374b34a0275df0f4bdafee
Source dataset
uspto-grants-1976_01
Patent number
US03931407

Reaction notes

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