Acetate → HCID 131711020, compound

HRID 1834021Notes

Reaction equation

HRID 1834021 reaction equation
[I-].[CH3:2][N+:3]1([CH3:23])[C:8]2([CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]2)[O:7][C:6]2[C:14]([I:22])=[CH:15][C:16]([C:18]([CH3:21])([CH3:20])[CH3:19])=[CH:17][C:5]=2[CH2:4]1.[C:24]([O-:27])(=[O:26])[CH3:25]>C(O)(=O)C>[OH2:7].[CH3:23][N+:3]1([CH3:2])[C:8]2([CH2:9][CH2:10][CH2:11][CH2:12][CH:13]2[CH2:25][C:24]([O-:27])=[O:26])[O:7][C:6]2[C:14]([I:22])=[CH:15][C:16]([C:18]([CH3:20])([CH3:19])[CH3:21])=[CH:17][C:5]=2[CH2:4]1.[CH3:23][N+:3]1([CH3:2])[C:8]2([CH2:9][CH2:10][CH2:11][CH2:12][CH:13]2[CH2:25][C:24]([O-:27])=[O:26])[O:7][C:6]2[C:14]([I:22])=[CH:15][C:16]([C:18]([CH3:20])([CH3:19])[CH3:21])=[CH:17][C:5]=2[CH2:4]1

Participants

4

Reactant 2

HCID 175AcetateHCID 12857906HCID 12857906, compound

Product 1

HCID 131711020HCID 131711020, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

The corresponding spirobenzoxazinium iodide (Example 1) (1.36 g., 0.0025 mole) is dissolved in 50% aqueous acetic acid (200 ml) and passed down a column of Dowex-1 × 2 acetate resin. The first 350 ml. that is collected is evaporated to dryness. The residue is crystallized from ethanolether (1:100) to obtain 3,3-dimethyl-3,4-dihydro-6-(1,1-dimethylethyl)-8-iodospiro[2H-1,3-benzoxazinium-2,1'-cyclohexane]acetate hemihydrate (0.8 g.), m.p. 159°-160° (dec).

Workup

  1. customthat is collected
  2. customis evaporated to dryness
  3. customThe residue is crystallized from ethanolether (1:100)

Sources & evidence

ORD record
ord-c3af83dd55cc4cf2895c3644e98904fd
Source dataset
uspto-grants-1978_01
Patent number
US04067980

Reaction notes

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